Rearranged (4→2)- abeo-clerodane and clerodane diterpenes from Aristolochia chamissonis

• Published in: Phytochemistry (Oxford) Vol. 50; no. 3; pp. 455 - 461
• Main Authors: Bomm, Mauro D, Zukerman-Schpector, J, Lopes, Lucia M.X
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.02.1999; Elsevier
• Subjects: Aristolochia; Aristolochia chamissonis; Aristolochiaceae; Biochemistry & Molecular Biology; Biological and medical sciences; chemical constituents of plants; Chemical constitution; chemical structure; clerodane; diterpene; diterpenoids; Fundamental and applied biological sciences. Psychology; Life Sciences & Biomedicine; lignans; molecular conformation; nuclear magnetic resonance spectroscopy; Plant physiology and development; Plant Sciences; rearranged (4→2)- abeo-clerodane; Science & Technology; sesquiterpenes; sitosterol; spectral analysis; stems; stigmastenone; Brazil; stigmastenone; clerodane; diterpene; sitosterol; rearranged (4→2)- abeo-clerodane; Aristolochia chamissonis; Aristolochiaceae; lignans; sesquiterpenes; rearranged (4 -> 2)-abeo-clerodane; STACHYS-ROSEA; DERIVATIVES; NEOCLERODANE DITERPENOIDS; Molecular structure; Dicotyledones; Angiospermae; Diterpene; Isolation; Spermatophyta; Stem
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(98)00583-4

From stems of Aristolochia chamissonis Duch., five new diterpenes, one rearranged (4→2)- abeo-clerodane and four ent-clerodanes, were isolated. Their structures were determined to be (+)-(4→2)- abeo-kolavelool-3-oic acid, (−)-13- epi-2-oxokolavelool, (−)-2β-hydroxykolavelool, (−)-2β-hydroperoxykolavelool and (+)-13- epi-2α-hydroxykolavelool. In addition, lignans, sesquiterpenes, steroids and two known ent-clerodane diterpenes were isolated.