Phytochemistry of Trattinnickia burserifolia, T. rhoifolia, and Dacryodes hopkinsii: chemosystematic implications

Trattinnickia burserifolia has yielded the known ursanes, alpha-amyrenone, alpha-amyrin, 3-epi-alpha-amyrin, 3alpha,16beta-dihydroxyurs-12-ene, the oleananes beta-amyrenone, beta-amyrin, 3-epi-beta-amyrin, 3alpha,16beta-dihydroxyolean-12-ene, the tirucallane acids 3alpha-hydroxytirucall-8,24-dien-21-oic, 3alpha-hydroxytirucall-7,24-dien-21-oic and 3-oxotirucall-8,24-dien-21-oic, the dammaranes dammarenediol-II and 3alpha,20(S)-dihydroxydammar-24-ene. Besides it was isolated the new monoterpene 2(S*)-phenylacetoxy-4(R*)-p-mentha-1(7),5-diene and, the new triterpenes 3beta-phenylacetoxyurs-12-ene, 3beta-phenylacetoxyolean-12-ene and 3beta,16beta,11alpha-trihydroxyurs-12-ene. The triterpenes from T. burserifolia, T. rhoifolia and Dacryodes were analyzed in mixture. Their 13C NMR spectra showed that the major triterpenes were in T. burserifolia alpha-amyrin and beta-amyrin; in T. rhoifolia alpha-amyrin, beta-amyrin, 3-epi-alpha-amyrin, 3-epi-beta-amyrin, and lupenone; in T. rhoifolia alpha-amyrin, beta-amyrin, 3-epi-alpha-amyrin, 3-epi-beta-amyrin, 3alpha-hydroxytirucall-8,24-dien-21-oic acid and 3alpha-hydroxytirucall-7,24-dien-21-oic acid; in D. hopkinsii alpha-amyrin, beta-amyrin, lupeol, tirucallol, sitosterol and stigmasterol. Aspects of chemosystematic of the tribe Protieae are discussed.