Andropanolide and Isoandrographolide, Minor Diterpenoids from Andrographis paniculata:  Structure and X-ray Crystallographic Analysis

• Published in: Journal of natural products (Washington, D.C.) Vol. 69; no. 3; pp. 403 - 405
• Main Authors: Pramanick, Swapan, Banerjee, Sukdeb, Achari, Basudeb, Das, Binayak, Sen, Ashis K, Mukhopadhyay, Sibabrata, Neuman, Alain, Prangé, Thierry
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.03.2006; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Andrographis - chemistry; Biological and medical sciences; Chemistry, Medicinal; Crystallography, X-Ray; Diterpenes - chemistry; Diterpenes - isolation & purification; General pharmacology; India; Life Sciences & Biomedicine; Medical sciences; Molecular Conformation; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; Science & Technology; Stereoisomerism; India; NEOANDROGRAPHOLIDE; NEES; GLUCOSIDE; FLAVONOIDS; Terpenoid; Chemical rearrangement; Pharmacognosy; Plant leaf; X ray diffraction; Medicinal plant; Acanthaceae; Dicotyledones; Angiospermae; Plant origin; Diterpene; Isolation; Spermatophyta; Labdane derivatives; Structural analysis; Crystalline structure
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np050211n

Phytochemical investigation of the leaves of Andrographis paniculata has led to the isolation of a new labdane type diterpenoid, andropanolide (1), along with seven known diterpenoids including isoandrographolide (2), previously reported as a rearrangement product of andrographolide. The structures and stereochemistry of compounds 1 and 2 were established by X-ray crystallographic analysis.