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[PMID]: 28836430 [Au] Autor: Li W; Huang C; Liu Q; Koike K [Ad] Endereço: Faculty of Pharmaceutical Sciences, Toho University , Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan. [Ti] Título: Bistinospinosides A and B, Dimeric Clerodane Diterpene Glycosides from Tinospora sagittata. [So] Source: J Nat Prod;80(9):2478-2483, 2017 Sep 22. [Is] ISSN: 1520-6025 [Cp] País de publicação: United States [La] Idioma: eng [Ab] Resumo: Two dimeric clerodane diterpene glycosides, namely, bistinospinosides A (1) and B (2), were isolated from the roots of Tinospora sagittata. Their structures were elucidated by extensive spectroscopic data interpretation. The compounds feature an unusual 1,4-epoxycyclohexane ring in their structures and may be biosynthetically constructed via an intermolecular Diels-Alder [4+2] cycloaddition from the corresponding clerodane diterpene. The compounds were evaluated in a nitric oxide inhibitory assay using J774.1 macrophage-like cells. [Mh] Termos MeSH primário: Diterpenos Clerodânicos/isolamento & purificação Diterpenos Clerodânicos/farmacologia Glicosídeos/isolamento & purificação Glicosídeos/farmacologia Macrófagos/efeitos dos fármacos Óxido Nítrico/análise Raízes de Plantas/química Tinospora/química [Mh] Termos MeSH secundário: Diterpenos Clerodânicos/química Glicosídeos/química Macrófagos/química Estrutura Molecular Óxido Nítrico/química [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Diterpenes, Clerodane); 0 (Glycosides); 0 (bistinospinoside A); 0 (bistinospinoside B); 31C4KY9ESH (Nitric Oxide) [Em] Mês de entrada: 1710 [Cu] Atualização por classe: 171031 [Lr] Data última revisão: 171031 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170825 [St] Status: MEDLINE [do] DOI: 10.1021/acs.jnatprod.7b00324

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[PMID]: 28718638 [Au] Autor: Yilmaz A; Crowley RS; Sherwood AM; Prisinzano TE [Ad] Endereço: Department of Chemistry, Faculty of Arts and Sciences, Istanbul Technical University , 34469 Maslak, Istanbul, Turkey. [Ti] Título: Semisynthesis and Kappa-Opioid Receptor Activity of Derivatives of Columbin, a Furanolactone Diterpene. [So] Source: J Nat Prod;80(7):2094-2100, 2017 Jul 28. [Is] ISSN: 1520-6025 [Cp] País de publicação: United States [La] Idioma: eng [Ab] Resumo: Columbin (1) is a furanolactone diterpene isolated from the roots of Jateorhiza and Tinospora species. These species generally grow in Asia and Africa and have been used in folk medicine for their apparent analgesic and antipyretic activities. Columbin (1) is of particular interest due to its structural similarity to the known kappa-opioid receptor (KOR) agonist salvinorin A. Given that the KOR is of interest in the study of many serious diseases, such as anxiety, depression, and drug addiction, obtaining natural or semisynthetic molecules with KOR activity recently has gained much interest. For this reason, in the present study, derivatives of 1 were designed and synthesized using known structure-activity relationships of salvinorin A at KORs. The structures of the columbin analogues prepared were elucidated by NMR spectroscopy and mass spectroscopy, and their KOR activity was investigated in vitro by inhibition of forskolin-induced cAMP accumulation. Slight improvements in KOR activity were observed in columbin derivatives over their parent compound. However, despite the structural similarities to salvinorin A, neither columbin (1) nor its derivatives were potent KOR ligands. This work represents not only the first evaluation of columbin (1) at the KOR but also one of the first works to explore synthetic strategies that are tolerated on the columbin core. [Mh] Termos MeSH primário: Diterpenos Clerodânicos/química Diterpenos/síntese química Diterpenos/farmacologia Lactonas/síntese química Lactonas/farmacologia Receptores Opioides kappa/agonistas [Mh] Termos MeSH secundário: África Analgésicos/farmacologia Animais Diterpenos/química Diterpenos Clerodânicos/farmacologia Lactonas/química Ligantes Estrutura Molecular Ranunculus/química Relação Estrutura-Atividade Tinospora/química [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Analgesics); 0 (Diterpenes); 0 (Diterpenes, Clerodane); 0 (Lactones); 0 (Ligands); 0 (Receptors, Opioid, kappa); KKI91P85GE (columbin); T56W91NG6J (salvinorin A) [Em] Mês de entrada: 1709 [Cu] Atualização por classe: 171102 [Lr] Data última revisão: 171102 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170719 [St] Status: MEDLINE [do] DOI: 10.1021/acs.jnatprod.7b00327

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[PMID]: 28602939 [Au] Autor: Luo P; Yu Q; Liu SN; Xia WJ; Fang YY; An LK; Gu Q; Xu J [Ad] Endereço: Research Center for Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China. [Ti] Título: Diterpenoids with diverse scaffolds from Vitex trifolia as potential topoisomerase I inhibitor. [So] Source: Fitoterapia;120:108-116, 2017 Jul. [Is] ISSN: 1873-6971 [Cp] País de publicação: Netherlands [La] Idioma: eng [Ab] Resumo: Eleven new compounds, including six labdane (1-6), three halimane (7-9), and two clerodane (10-11) diterpenoids and 16 known analogues (12-27), were isolated from the leaves of Vitex trifolia. The structures of 1-11 were established by extensive 1D- and 2D-NMR and HRMS spectroscopic data. The absolute configurations of compounds 3, 7, and 10 were assigned using X-ray diffraction. Compounds 1-27 were evaluated for DNA topoisomerases I (Top1) inhibitory activity and cytotoxicity against HCT 116 cells. Compounds 8 and 11 exhibited equipotent Top1 inhibitory activity to the positive control, camptothecin (CPT), at 100µM. Compounds 8, 9, 16, and 27 showed moderate cytotoxicity at low micromolar concentrations. [Mh] Termos MeSH primário: Diterpenos Clerodânicos/química Inibidores da Topoisomerase I/química Vitex/química [Mh] Termos MeSH secundário: DNA Topoisomerases Tipo I Diterpenos Diterpenos Clerodânicos/isolamento & purificação Células HCT116 Seres Humanos Estrutura Molecular Folhas de Planta/química Inibidores da Topoisomerase I/isolamento & purificação Difração de Raios X [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Diterpenes); 0 (Diterpenes, Clerodane); 0 (Topoisomerase I Inhibitors); 0 (halimane); 0 (labdane); EC 5.99.1.2 (DNA Topoisomerases, Type I); EC 5.99.1.2 (TOP1 protein, human) [Em] Mês de entrada: 1707 [Cu] Atualização por classe: 170731 [Lr] Data última revisão: 170731 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170613 [St] Status: MEDLINE

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[PMID]: 28376298 [Au] Autor: Sherwood AM; Crowley RS; Paton KF; Biggerstaff A; Neuenswander B; Day VW; Kivell BM; Prisinzano TE [Ad] Endereço: Department of Medicinal Chemistry, School of Pharmacy, The University of Kansas , Lawrence, Kansas 66045, United States. [Ti] Título: Addressing Structural Flexibility at the A-Ring on Salvinorin A: Discovery of a Potent Kappa-Opioid Agonist with Enhanced Metabolic Stability. [So] Source: J Med Chem;60(9):3866-3878, 2017 May 11. [Is] ISSN: 1520-4804 [Cp] País de publicação: United States [La] Idioma: eng [Ab] Resumo: Previous structure-activity studies on the neoclerodane diterpenoid salvinorin A have demonstrated the importance of the acetoxy functionality on the A-ring in its activity as a κ-opioid receptor agonist. Few studies have focused on understanding the role of conformation in these interactions. Herein we describe the synthesis and evaluation of both flexible and conformationally restricted compounds derived from salvinorin A. One such compound, spirobutyrolactone 14, was synthesized in a single step from salvinorin B and had similar potency and selectivity to salvinorin A (EC = 0.6 ± 0.2 nM at κ; >10000 nM at µ and δ). Microsomal stability studies demonstrated that 14 was more metabolically resistant than salvinorin A. Evaluation of analgesic and anti-inflammatory properties revealed similar in vivo effects between 14 and salvinorin A. To our knowledge, this study represents the first example of bioisosteric replacement of an acetate group by a spirobutyrolactone to produce a metabolically resistant derivative. [Mh] Termos MeSH primário: Diterpenos Clerodânicos/química [Mh] Termos MeSH secundário: Analgésicos/farmacologia Animais Cromatografia Líquida de Alta Pressão Cristalografia por Raios X Diterpenos Clerodânicos/farmacologia Ligantes Masculino Espectrometria de Massas Microssomos/efeitos dos fármacos Receptores Opioides kappa/agonistas Espectrofotometria Ultravioleta Relação Estrutura-Atividade [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Analgesics); 0 (Diterpenes, Clerodane); 0 (Ligands); 0 (Receptors, Opioid, kappa); T56W91NG6J (salvinorin A) [Em] Mês de entrada: 1707 [Cu] Atualização por classe: 170809 [Lr] Data última revisão: 170809 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170405 [St] Status: MEDLINE [do] DOI: 10.1021/acs.jmedchem.7b00148

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[PMID]: 28358196 [Au] Autor: Jiang H; Zhang GJ; Liu YF; Wang HS; Liang D [Ad] Endereço: State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University , Guilin 541004, People's Republic of China. [Ti] Título: Clerodane Diterpenoid Glucosides from the Stems of Tinospora sinensis. [So] Source: J Nat Prod;80(4):975-982, 2017 Apr 28. [Is] ISSN: 1520-6025 [Cp] País de publicação: United States [La] Idioma: eng [Ab] Resumo: Ten new clerodane diterpenoid glucosides (1-10) and three known analogues (11-13) were isolated from an EtOAc extract of the stems of Tinospora sinensis. Spectroscopic analyses and chemical methods were used to elucidate the structures of these isolates. The absolute configurations of tinosinenosides A-C (1-3) were established by using experimental and calculated ECD data. Their cytotoxicity against the human epithelioid cervical carcinoma (HeLa) cell line and the nitric oxide production inhibitory activity of lipopolysaccharide-activated N9 microglial cells were tested. 1-Deacetyltinosposide A (12) exhibited mild cytotoxicity against HeLa cells, with an IC value of 8.35 ± 0.60 µM. [Mh] Termos MeSH primário: Anti-Inflamatórios não Esteroides/isolamento & purificação Diterpenos Clerodânicos/isolamento & purificação Medicamentos de Ervas Chinesas/isolamento & purificação Glucosídeos/isolamento & purificação Caules de Planta/química Tinospora/química [Mh] Termos MeSH secundário: Animais Anti-Inflamatórios não Esteroides/química Anti-Inflamatórios não Esteroides/farmacologia Diterpenos/farmacologia Diterpenos Clerodânicos/química Diterpenos Clerodânicos/farmacologia Ensaios de Seleção de Medicamentos Antitumorais Medicamentos de Ervas Chinesas/química Medicamentos de Ervas Chinesas/farmacologia Glucosídeos/química Glucosídeos/farmacologia Glicosídeos/farmacologia Células HeLa Seres Humanos Concentração Inibidora 50 Lipopolissacarídeos/farmacologia Macrófagos/efeitos dos fármacos Camundongos Estrutura Molecular Óxido Nítrico/biossíntese Ressonância Magnética Nuclear Biomolecular [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (1-deacetyltinosposide A); 0 (Anti-Inflammatory Agents, Non-Steroidal); 0 (Diterpenes); 0 (Diterpenes, Clerodane); 0 (Drugs, Chinese Herbal); 0 (Glucosides); 0 (Glycosides); 0 (Lipopolysaccharides); 0 (tinosinenoside A); 0 (tinosinenoside B); 0 (tinosinenoside C); 31C4KY9ESH (Nitric Oxide) [Em] Mês de entrada: 1707 [Cu] Atualização por classe: 170726 [Lr] Data última revisão: 170726 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170331 [St] Status: MEDLINE [do] DOI: 10.1021/acs.jnatprod.6b00976

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[PMID]: 28351723 [Au] Autor: Yuan QQ; Song WB; Wang WQ; Xuan LJ [Ad] Endereço: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 501 Haike Road, Shanghai 201203, PR China; University of Chinese Academy of Sciences, No.19A Yuquan Road, Beijing 100049, PR China. [Ti] Título: Scubatines A-F, new cytotoxic neo-clerodane diterpenoids from Scutellaria barbata D. Don. [So] Source: Fitoterapia;119:40-44, 2017 Jun. [Is] ISSN: 1873-6971 [Cp] País de publicação: Netherlands [La] Idioma: eng [Ab] Resumo: Phytochemical investigation of the 70% acetone extract of the whole plant of Scutellaria barbata D. Don afforded six new neo-clerodane diterpenoids, scubatines A-F (1-6), and four known analogues (7-10). Their structures were elucidated on the basis of extensive spectroscopic analyses. Cytotoxic activity against the HL-60 and A549 cell lines was assessed for all isolated compounds. Compound 9 exhibited moderate activity against HL-60 with an IC value of 5.6µM. Compound 6 showed weak cytotoxic activity against A549 and HL-60 with IC values of 10.4 and 15.3µM, respectively. [Mh] Termos MeSH primário: Antineoplásicos Fitogênicos/química Diterpenos Clerodânicos/química Scutellaria/química [Mh] Termos MeSH secundário: Células A549 Antineoplásicos Fitogênicos/isolamento & purificação Diterpenos Clerodânicos/isolamento & purificação Ensaios de Seleção de Medicamentos Antitumorais Células HL-60 Seres Humanos Estrutura Molecular [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Antineoplastic Agents, Phytogenic); 0 (Diterpenes, Clerodane) [Em] Mês de entrada: 1706 [Cu] Atualização por classe: 170615 [Lr] Data última revisão: 170615 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170330 [St] Status: MEDLINE

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[PMID]: 28336470 [Au] Autor: Ebiloma GU; Igoli JO; Katsoulis E; Donachie AM; Eze A; Gray AI; de Koning HP [Ad] Endereço: Institute of Infection, Immunity and Inflammation, University of Glasgow, United Kingdom; Department of Biochemistry, Faculty of Natural Sciences, Kogi State University, Nigeria. [Ti] Título: Bioassay-guided isolation of active principles from Nigerian medicinal plants identifies new trypanocides with low toxicity and no cross-resistance to diamidines and arsenicals. [So] Source: J Ethnopharmacol;202:256-264, 2017 Apr 18. [Is] ISSN: 1872-7573 [Cp] País de publicação: Ireland [La] Idioma: eng [Ab] Resumo: ETHNOPHARMACOLOGICAL RELEVANCE: Leaves from the plant species studied herein are traditionally used in northern Nigeria against various protozoan infections. However, none of these herbal preparations have been standardized, nor have their toxicity to mammalian cells been investigated. In search of improved and non-toxic active antiprotozoal principles that are not cross-resistant with current anti-parasitics, we here report the results of the in vitro screening of extracts from seven selected medicinal plant species (Centrosema pubescens, Moringa oleifera, Tridax procumbens, Polyalthia longifolia, Newbouldia laevis, Eucalyptus maculate, Jathropha tanjorensis), used traditionally to treat kinetoplastid infections in Nigeria, and the isolation of their bioactive principles. AIM OF THE STUDY: To investigate the efficacies of medicinal plant extracts, and of compounds isolated therefrom, against kinetoplastid parasites, assess cross-resistance to existing chemotherapy, and assay their toxicity against mammalian cells in vitro. MATERIAL AND METHODS: Plants were extracted with hexane, ethyl acetate and methanol. Active principles were isolated by bioassay-led fractionation, testing for trypanocidal activity, and identified using NMR and mass spectrometry. EC values for their activity against wild-type and multi-drug resistant Trypanosoma brucei were obtained using the viability indicator dye resazurin. RESULTS: Seven medicinal plants were evaluated for activity against selected kinetoplastid parasites. The result shows that crude extracts and isolated active compounds from Polyalthia longifolia and Eucalyptus maculata, in particular, display promising activity against drug-sensitive and multi-drug resistant Trypanosoma brucei. The EC value of a clerodane (16α-hydroxy-cleroda-3,13(14)-Z-dien-15,16-olide) isolated from Polyalthia longifolia was as low as 0.38µg/mL, while a triterpenoid (3ß,13ß-dihydroxy-urs-11-en-28-oic acid) isolated from Eucalyptus maculata displayed an EC of 1.58µg/mL. None of the isolated compounds displayed toxicity towards Human Embryonic Kidney cells at concentrations up to 400µg/mL. In addition, the isolated compounds were active against Leishmania mexicana, as well as against T. congolense. CONCLUSION: We have isolated a clerodane compound from Polyalthia longifolia that shows low toxicity, no cross-resistance with current treatments, and promising activity against both human-infective and veterinary Trypanosoma species. [Mh] Termos MeSH primário: Amidinas/farmacologia Arsenicais/farmacologia Bioensaio/métodos Tripanossomicidas/farmacologia Tripanossomicidas/toxicidade [Mh] Termos MeSH secundário: Linhagem Celular Diterpenos Clerodânicos/farmacologia Diterpenos Clerodânicos/toxicidade Resistência a Medicamentos Células HEK293 Seres Humanos Leishmania mexicana/efeitos dos fármacos Medicina Tradicional Africana Nigéria Folhas de Planta/química Trypanosoma brucei brucei/efeitos dos fármacos Trypanosoma congolense/efeitos dos fármacos [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Amidines); 0 (Arsenicals); 0 (Diterpenes, Clerodane); 0 (Trypanocidal Agents) [Em] Mês de entrada: 1708 [Cu] Atualização por classe: 170824 [Lr] Data última revisão: 170824 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170325 [St] Status: MEDLINE

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[PMID]: 28290698 [Au] Autor: Suzuki A; Saito Y; Fukuyoshi S; Goto M; Miyake K; Newman DJ; O'Keefe BR; Lee KH; Nakagawa-Goto K [Ad] Endereço: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University , Kanazawa 920-1192, Japan. [Ti] Título: Corymbulosins D-H, 2-Hydroxy- and 2-Oxo-clerodane Diterpenes from the Bark of Laetia corymbulosa. [So] Source: J Nat Prod;80(4):1065-1072, 2017 Apr 28. [Is] ISSN: 1520-6025 [Cp] País de publicação: United States [La] Idioma: eng [Ab] Resumo: A bioactive CH OH-CH Cl (1:1) extract of the bark of Laetia corymbulosa provided five new clerodane diterpenes with an isozuelanin skeleton, designated as corymbulosins D-H (1-5), as well as the known corymbulosins B (6) and C (7), for which the relative configurations were not previously determined. The structures of 1-5 were characterized on the basis of 1D and 2D NMR spectroscopic and HRMS analysis. The absolute configurations of all isolated compounds 1-7 were verified through chemical methods, including modified Mosher esterifications or oxidation of the hydroxy group at C-2, ECD experiments, and spectroscopic data comparison. The isolated compounds were evaluated for antiproliferative activity against a small panel of human cancer cell lines. [Mh] Termos MeSH primário: Antineoplásicos Fitogênicos/isolamento & purificação Diterpenos Clerodânicos/isolamento & purificação Casca de Planta/química Salicaceae/química [Mh] Termos MeSH secundário: Antineoplásicos Fitogênicos/química Antineoplásicos Fitogênicos/farmacologia Diterpenos Clerodânicos/química Diterpenos Clerodânicos/farmacologia Ensaios de Seleção de Medicamentos Antitumorais Seres Humanos Estrutura Molecular Ressonância Magnética Nuclear Biomolecular Peru [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Antineoplastic Agents, Phytogenic); 0 (Diterpenes, Clerodane) [Em] Mês de entrada: 1707 [Cu] Atualização por classe: 170726 [Lr] Data última revisão: 170726 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170315 [St] Status: MEDLINE [do] DOI: 10.1021/acs.jnatprod.6b01151

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[PMID]: 28219707 [Au] Autor: Fajemiroye JO; Prabhakar PR; Cunha LC; Costa EA; Zjawiony JK [Ad] Endereço: Department of Pharmacology, Federal University of Goias, Campus Samambaia, 74001-970 Goiania, GO, Brazil; Center for Studies and Toxicological-Pharmacological Research, Faculty of Pharmacy, Federal University of Goiás, PMB 131, CEP 74001-970, Goiânia, Brazil. Electronic address: olulolo@yahoo.com. [Ti] Título: 22-azidosalvinorin A exhibits antidepressant-like effect in mice. [So] Source: Eur J Pharmacol;800:96-106, 2017 Apr 05. [Is] ISSN: 1879-0712 [Cp] País de publicação: Netherlands [La] Idioma: eng [Ab] Resumo: The increasing cases of depression has made the searches for new drugs and understanding of the underligning neurobiology of this psychiatric disorder a necessity. Here, we modified the structure of salvinorin A (a known halucinogen) and investigated antidepressant-like activity of its four derivatives; 22-methylsulfanylsalvinorin A(SA1), 2-O-cinnamoylsalvinorin B (CSB), 22-azidosalvinorin A (SA2), and 2-O-(4 -azidophenylsulfonyl)salvinorin B (SA3). Prior to behavioural tests (Irwin test, open field test - OFT, forced swimming test - FST and tail suspension test - TST), SA1 was prepared by reacting salvinorin B and methylthioacetic acid with 89% yield; CSB was obtained from the reaction of salvinorin B and cinnamic acid with 92% yield; SA2 was obtained from the reaction of salvinorin B and azidoacetic acid with 81% yield; and SA3 was prepared by reacting salvinorin B with 4-azidophenylsulfonyl chloride with 80% yield. Oral treatment of mice with these derivatives (1-1000mg/kg) did not elicit toxic sign or death. Unlike SA, SA1, CSB and SA3, treatment with SA2 (5, 10 and 20mg/kg) decreased the immobility (TST and FST) and swimming time (FST) without altering locomotor activity in OFT. A decrease in the immobility time in TST and FST confirmed antidepressant-like property of SA2. Although p-chlorophenylalanine (serotonin depletor) or WAY100635 (selective 5-HT receptor antagonist) did not attenuate effect of SA2, alpha-methyl-para-tyrosine (catecholamine depletor) and prazosin (selective α -receptor antagonist) attenuated this effect. SA2 mildly inhibited monoamine oxidase and showed affinity for α A, α B, α D and κ-opioid receptor subtypes. In summary, SA2 induced monoamine-mediated antidepressant-like effect. [Mh] Termos MeSH primário: Antidepressivos/farmacologia Azidas/farmacologia Diterpenos Clerodânicos/farmacologia [Mh] Termos MeSH secundário: Animais Antidepressivos/química Antidepressivos/metabolismo Azidas/química Azidas/metabolismo Comportamento Animal/efeitos dos fármacos Diterpenos Clerodânicos/química Diterpenos Clerodânicos/metabolismo Masculino Camundongos Monoaminoxidase/metabolismo Receptores Opioides/metabolismo Natação [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (22-azidosalvinorin A); 0 (Antidepressive Agents); 0 (Azides); 0 (Diterpenes, Clerodane); 0 (Receptors, Opioid); EC 1.4.3.4 (Monoamine Oxidase); T56W91NG6J (salvinorin A) [Em] Mês de entrada: 1704 [Cu] Atualização por classe: 170425 [Lr] Data última revisão: 170425 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170222 [St] Status: MEDLINE

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[PMID]: 28190678 [Au] Autor: Cruz A; Domingos S; Gallardo E; Martinho A [Ad] Endereço: Health Sciences Research Centre, University of Beira Interior (CICS-UBI), Av. Infante D. Henrique, 6200-506, Covilhã, Portugal. [Ti] Título: A unique natural selective kappa-opioid receptor agonist, salvinorin A, and its roles in human therapeutics. [So] Source: Phytochemistry;137:9-14, 2017 May. [Is] ISSN: 1873-3700 [Cp] País de publicação: England [La] Idioma: eng [Ab] Resumo: Until the mid-60s, only the Mazatecs, an indigenous group from Oaxaca, Mexico, used Salvia Divinorum (S. divinorum) due to its hallucinogen properties. Later it was found that the hallucinogen effects of this plant were caused by the presence of a neoclerodane diterpene Salvinorin A (salvinorin A), which is a highly selective agonist of kappa-opioid receptor (KOR) that cause more intense hallucinations than the common hallucinogens as lysergic acid, mushrooms, ecstasy and others. In fact, smoking of only 200-500 µg of S. divinorum leaves is enough to produce these effects thus making it the most potent natural occurring hallucinogen known. Due to its legal status in various countries, this compound has gained a worldwide popularity as a drug of abuse with an easy access through smartshops and internet. Furthermore, salvinorin A gathered an increased interest in the scientific community thanks to its unique structure and properties, and various studies demonstrated that salvinorin A has antinociceptive, antidepressant, in some circumstances pro-depressant and anti-addictive effects that have yielded potential new avenues for research underlying salvinorin A and its semi-synthetic analogs as therapeutic agents. [Mh] Termos MeSH primário: Diterpenos Clerodânicos/farmacologia Alucinógenos/farmacologia Receptores Opioides kappa/agonistas Salvia/química [Mh] Termos MeSH secundário: Analgésicos/farmacologia Animais Anti-Inflamatórios/farmacologia Antidepressivos/farmacologia Seres Humanos Estrutura Molecular Folhas de Planta/química [Pt] Tipo de publicação: JOURNAL ARTICLE [Nm] Nome de substância: 0 (Analgesics); 0 (Anti-Inflammatory Agents); 0 (Antidepressive Agents); 0 (Diterpenes, Clerodane); 0 (Hallucinogens); 0 (Receptors, Opioid, kappa); T56W91NG6J (salvinorin A) [Em] Mês de entrada: 1704 [Cu] Atualização por classe: 170407 [Lr] Data última revisão: 170407 [Sb] Subgrupo de revista: IM [Da] Data de entrada para processamento: 170214 [St] Status: MEDLINE

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1			PalavrasDescritor de assuntoDescritor de assunto primárioLimitesAutorPalavras do títuloPalavras do resumoIdiomaPaís de publicaçãoNome de substânciaNome de pessoa como assuntoRevistaAssunto de RevistaISSNTipo de publicaçãoIdentificador únicoMês de entradaAno de publicaçãoTexto completoAtualização por classeCategoria DeCSCategoria DeCS explodidaCategoria CID-10SubSetsPais de AfiliaçãoAfiliaçãoAfiliação 2
2	and or and not		PalavrasDescritor de assuntoDescritor de assunto primárioLimitesAutorPalavras do títuloPalavras do resumoIdiomaPaís de publicaçãoNome de substânciaNome de pessoa como assuntoRevistaAssunto de RevistaISSNTipo de publicaçãoIdentificador únicoMês de entradaAno de publicaçãoTexto completoAtualização por classeCategoria DeCSCategoria DeCS explodidaCategoria CID-10SubSetsPais de AfiliaçãoAfiliaçãoAfiliação 2
3	and or and not		PalavrasDescritor de assuntoDescritor de assunto primárioLimitesAutorPalavras do títuloPalavras do resumoIdiomaPaís de publicaçãoNome de substânciaNome de pessoa como assuntoRevistaAssunto de RevistaISSNTipo de publicaçãoIdentificador únicoMês de entradaAno de publicaçãoTexto completoAtualização por classeCategoria DeCSCategoria DeCS explodidaCategoria CID-10SubSetsPais de AfiliaçãoAfiliaçãoAfiliação 2

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