Chemical investigation of the stem bark of Turraeanthus africanus (Meliaceae) afforded a new pregnane derivative, 17α,20S-dihydroxypregn-4-ene-3,16-dione, named turraeasterodione, together with three known diterpenoids, methyl 14,15-epoxylabda-8(17),12E-dien-16-oate, 16-oxolabda-8(17),12E-dien-15-oic acid, and 16-acetoxy-12R,15-epoxylabda-8(17),13(16)-dien-15β-ol. Their structures were elucidated by spectroscopic and spectrometric methods. Methyl 14,15-epoxylabda-8(17),12E-dien-16-oate was found to exhibit anti-plasmodial activity against a chloroquine-resistant strain of Plasmodium falciparum.
KimbuSF, AyaforJF, SondengamBL, TsamoE, ConnollyJD, RycroftDS. (1984) Carapolides D, E and F, novel tetranortriterpenoids from the seeds of Carapa grandiflora (Meliaceae). Tetrahedron Letters, 25, 1617–1620.
2.
LuoX-D, WuS-H, MaY-B, WuD-G. (2000) Tetranortriterpenoids from Walsura yunnanensis. Journal of Natural Products, 63, 947–951.
3.
MulhollandDA, ParelB, CoombesPH. (2000) The chemistry of the Meliaceae and Ptaeroxylaceae of Southern and Eastern Africa and Madagascar. Current Organic Chemistry, 4, 1011–1057.
4.
KlineM. (1979) A Guide to Useful Woods of the World. King Philip Publishing Co., Portland, Maine, 354.
5.
TaneP, AkamMT, TsopmoA, ChiPN, SternerO. (2004) Two labdane diterpenoids and a seco-tetranortriterpenoid from Turreanthus africanus. Phytochemistry, 65, 3083–3087.
6.
KimbuSF, NgadjuiB, SondengamBL, NjimiTK, ConnollyJD, FakunleCO. (1987) A new labdane diterpenoid from the seeds of Afromomum daniellii. Journal of Natural Products, 50, 230–231.
TomonoY, HirotaH, ImaharaY, FusetaniN. (1999) Four new steroids from two octacorals. Journal of Natural Products, 62, 1538–1541
9.
DuhC-Y, El-GamalAAH, SongP-Y, WangS-K, DaiC-F. (2004) Steroids and sesquiterpenoids from the soft corals Dendronephthya gigantea and Lemnalia cervicorni. Journal of Natural Products, 67, 1650–1653
10.
HansonJR. (1972) Chemistry of Terpenes and Terpenoids. Academic Press, London. 155.
11.
MilhousWK, WeatherlyNF, BowdreJH, DesjardinsRE. (1985) In vitro activities of and mechanism of resistance to antifol antimalaria drugs. Antimicrobial Agents Chemotherapy, 27, 525–530.
12.
OtwinowskiZ, MinorW. (1997) Macromolecular Crystallography, Part A. In CarterCW, SweeteRM (Eds). Academic Press, London, 307–326.
13.
BlessingRH. (1997) DENZOX-program for processing Denzox files, modified for Kappa CCD data, FarrugiaIJ, MuirKW. (2001).
14.
BlessingRH. (1995) An empirical correction for absorption anisotropy. Acta Crystallographica, A51, 33–38.
15.
BlessingRH. (1997) Outlier treatment in data merging. Journal of Applied Crystallography, 30, 421–426.
16.
AltomareA, BurlaMC, CamalliM, CascaranoGL, GiacovazzoC, GuagliardiAGG, MoliterniG, PolidoriR, SpagnaJ. (1999) A new tool for crystal structure determination and refinement. Journal of Applied Crystallography, 32, 115–119.
17.
SheldrickGM. (1997) SHELXL-97, a program for crystal structure refinement.
