Neo-clerodane Diterpenes from the Hallucinogenic Sage Salvia divinorum

• Published in: Journal of natural products (Washington, D.C.) Vol. 69; no. 12; pp. 1782 - 1786
• Main Authors: Shirota, Osamu, Nagamatsu, Kumi, Sekita, Setsuko
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.12.2006; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Biological and medical sciences; chemical structure; Chemistry, Medicinal; clerodane diterpene; Diterpenes, Clerodane - chemistry; Diterpenes, Clerodane - isolation & purification; Diterpenes, Clerodane - pharmacology; diterpenoids; divinorin; General pharmacology; Hallucinogens - chemistry; Hallucinogens - isolation & purification; Hallucinogens - pharmacology; Life Sciences & Biomedicine; Medical sciences; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; sage; Salvia; Salvia - chemistry; Salvia divinorum; salvidivin; Science & Technology; spectral analysis; stereochemistry; Central America; Mexico; America; C; SALVINICIN-A; MINT; LEAVES; INHIBITORS; KAPPA-OPIOID-RECEPTOR; SALVINORIN-A ANALOGS; Psychotropic; Ketol; Furan derivatives; Oxygen heterocycle; Medicinal plant; Ester; Folk medicine; Carboxylic acid; Dicotyledones; Angiospermae; Hallucinogen; Bicyclic compound; Acylate; Salvia divinorum; Terpenoid; Pharmacognosy; Lactone; Plant leaf; Hemiacetal; Sage; Tricyclic compound; Labiatae; Plant origin; Diterpene; Isolation; Flavoring crop; Spermatophyta; Glycol; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np060456f

Seven new neo-clerodane diterpenes, salvidivins A (2), B, (3), C (4), and D (5), salvinorins H (6) and I (7), and divinorin F (8), along with eight known neo-clerodane diterpenes, salvinorins A (1)−F, divinatorins A and B, and seven other constituents, were isolated from the hallucinogenic sage Salvia divinorum. The structures of 1−7 were elucidated on the basis of 2D NMR spectroscopic studies.