Localization of salvinorin A and related compounds in glandular trichomes of the psychoactive sage, Salvia divinorum

Annals of Botany

Volumn 93, Issue 6, 2004, Pages 763-771

  Siebert, Daniel J ^a  

^a NONE   (United States)

Author keywords

Diviner's sage; Histochemistry; Labiatae; Morphology; Neoclerodane diterpenes; Salvia divinorum; Salvinorin A; Salvinorins; Thin layer chromatography; Trichomes

Indexed keywords

HISTOLOGY;

LAMIACEAE; SALVIA; SALVIA DIVINORUM;

DITERPENE; PLANT EXTRACT; SALVINORIN A;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; PLANT LEAF; PLANT STEM; SALVIA; SCANNING ELECTRON MICROSCOPY; THIN LAYER CHROMATOGRAPHY; ULTRASTRUCTURE;

CHROMATOGRAPHY, THIN LAYER; DITERPENES; MICROSCOPY, ELECTRON, SCANNING; MODELS, CHEMICAL; PLANT EXTRACTS; PLANT LEAVES; PLANT STEMS; SALVIA;

EID: 3142710469     PISSN: 03057364     EISSN: None     Source Type: Journal    
DOI: 10.1093/aob/mch089     Document Type: Article

References (29)

1. Bigham AK, Munro TA, Rizzacasa MA, Robins-Browne RM. 2003. Divinatorins A-C, new neoclerodane diterpenoids from the controlled sage Salvia divinorum. Journal of Natural Products 66: 1242-1244.
2. Chavkin C, Sud S, Jin W, Stewart J, Zjawiony JK, Siebert DJ, Toth BA, Hufeisen SJ, Roth BL. 2004. Salvinorin A, an active component of the hallucinogenic sage Salvia divinorum, is a highly efficacious κ-opioid receptor agonist: structural and functional considerations. Journal of Pharmacology and Experimental Therapeutics 308: 1197-1203.
3. Cole MD. 1992. The significance of the terpenoids in the Labiatae. In: Harley RM, Reynolds T, eds. Advances in labiate science. Kew: The Royal Botanic Gardens, 315-324.
4. Croteau R, Johnson MA. 1984. Biosynthesis of terpenoids in glandular trichomes. In: Rodriguez E, Healey PL, Mehta I, eds. Biology and chemistry of plant trichomes. New York: Plenum Press, 133-185.
5. Díaz JL. 1975. Etnofarmacologia de algunos psicotrópicos vegetales de México. In: Díaz JL, ed. Etnofarmacología de plantas alucinógenas latinoamericanas, Vol. 4. México, DF: Centro Mexicano de Estudios en Farmacodependencia (CEMEF) Cuadernos Científicos, 135-201.
6. Duke SO, Canel C, Rimando AM, Tellez MR, Duke MV, Paul RN. 2000. Current and potential exploitation of plant glandular trichome productivity. In: Hallahan DL, Gray JC, eds. Advances in botanical research. Incorporating advances in plant pathology. Vol. 31. Plant trichomes. London: Academic Press, 121-151.
7. Epling C, Játiva-M. CD. 1962. A new species of Salvia from Mexico. Botanical Museum Leaflets, Harvard University 20: 75-76.
8. Fahn A. 2000. Structure and function of secretory cells. In: Hallahan DL, Gray JC, eds. Advances in botanical research. Incorporating advances in plant pathology. Vol. 31. Plant trichomes. London: Academic Press, 37-75.
9. Gruber JW, Siebert DJ, Der Marderosian AH, Hock RS. 1999. High performance liquid chromatographic quantification of salvinorin A from tissues of Salvia divinorum Epling and Játiva-M. Phytochemical Analysis 10: 22-25.
10. Hallahan DL. 2000. Monoterpenoid biosynthesis in glandular trichomes of labiate plants. In: Hallahan DL, Gray JC, eds. Advances in botanical research. Incorporating advances in plant pathology. Vol. 31. Plant trichomes. London: Academic Press, 77-120.
11. Hanes KR. 2001. Antidepressant effects of the herb Salvia divinorum: a case report. Journal of Clinical Psychopharmacology 21: 634-635.
12. Hanes KR. 2003. Salvia divinorum: clinical and research potential. MAPS Bulletin 13: 18-20.
13. Hay RKM, Svoboda KP. 1993. Botany. In: Hay RKM, Waterman PG, eds. Volatile oil crops: their biology, biochemistry, and production. Harlow, Essex: Longman Scientific and Technical, 5-22.
14. Koreeda M, Brown L, Valdés III LJ. 1990. The absolute stereochemistry of salvinorins. Chemistry Letters 19: 2015-2018.
15. Munro TA, Rizzacasa MA. 2003. Salvinorins D-F, new neoclerodane diterpenoids from Salvia divinorum, and an improved method for the isolation of salvinorin A. Journal of Natural Products 66: 703-705.
16. Ortega A, Blount JF, Manchand PS. 1982. Salvinorin, a new transneoclerodane diterpene from Salvia divinorum (Labiatae). Journal of the Chemical Society, Perkin Transactions 1: 2505-2508.
17. Reisfield AS. 1987. Systematic studies in Salvia L. (Lamiaceae) with special emphasis on subgenus Calosphace Benth. section Dusenostachys Epl. MSc Thesis, University of Wisconsin, USA.
18. Reisfield AS. 1993. The botany of Salvia divinorum (Labiatae). Sida 15: 349-366.
19. Rodríquez-Hahn L, Esquivel B, Cárdenas J. 1995. Neo-clerodane diterpenoids from American Salvia species. In: Arnason JT, Mata R, Romeo JT, eds. Phytochemistry of medicinal plants. Recent advances in phytochemistry. Vol. 29. New York: Plenum Press, 311-332.
20. Roth BL, Baner K, Westkaemper R, Siebert DJ, Rice KC, Steinberg S, Ernsberger P, Rothman R. 2002. Salvinorin A: a potent, naturally occurring, non-nitrogenous κ-opioid selective agonist. Proceedings of the National Academy of Sciences of the USA 99: 11934-11939.
21. Sheffler DJ, Roth BL. 2003. Salvinorin A: the 'magic mint' hallucinogen finds a molecular target in the κ-opioid receptor. Trends in Pharmacological Sciences 24: 107-109.
22. Siebert DJ. 1994. Salvia divinorum and salvinorin A: new pharmacologic findings. Journal of Ethnopharmacology 43: 53-56.
23. Simmonds MSJ, Blaney WM. 1992. Labiate-insect interactions: effects of labiate-derived compounds on insect behavior. In: Harley RM, Reynolds T, eds. Advances in labiate science. Kew: Royal Botanic Gardens, 375-392.
24. Sosa ME, Tonn CE, Giordano OS. 1994. Insect antifeedant activity of clerodane diterpenoids. Journal of Natural Products 57: 1262-1265.
25. Stewart DJ, Schühly W, Zjawiony J. 2001. Phytochemical studies of the Mexican hallucinogenic plant Salvia divinorum. Poster presentation at the 42nd annual meeting of the American Society of Pharmacognosy, Oaxaca, Mexico. 4-18 July 2001. Abstract published in: 42nd annual meeting of the American Society of Pharmacognosy, program and abstracts (poster 70), 147.
26. Valdés III LJ. 1983. The pharmacognosy of Salvia divinorum (Epling and Játiva-M.): an investigation of ska María Pastora. PhD Thesis, University of Michigan, USA.
27. Valdés III LJ, Butler WM, Hatfield GM, Paul AG, Koreeda M. 1984. Divinorin A, a psychotropic terpenoid, and divinorin B from the hallucinogenic Mexican mint Salvia divinorum. Journal of Organic Chemistry 49: 4716-4720.
28. Valdés III LJ, Chang HM, Visger DC, Koreeda M. 2001. Salvinorin C, a new neoclerodane diterpene from a bioactive fraction of the hallucinogenic Mexican mint Salvia divinorum. Organic Letters 3: 3935-3937.
29. Wasson RG. 1962. A new Mexican psychotropic drug from the mint family. Botanical Museum Leaflets, Harvard University 20: 77-84.