Two new naturally occurring optical polyacetylene compounds from Torricellia angulata var intermedia and the determination of their absolute configurations.
Four compounds were isolated from Torricellia angulata var intermedia (Harms.) Hu (Torricelliaceae), followed by formation of derivatives, which gave two new polyacetylene compounds 3 and 4 with respectively a chiral carbon center whose absolute configurations were determined unambiguously by the recently developed extended Mosher's method. This is the first time to obtain natural polyacetylenes possessing a chiral hydroxyl group.
Pan
Weidong
W
Ecole Normale Supériuer, Département de Chimie, UMR CNRS 8642, 24 rue Lhomond, 75231 Paris Cedex 05, France.
Zhang
Yongmin
Y
Xu
Bixue
B
Cao
Peixue
P
Liang
Guangyi
G
D002681:China; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000737:chemistry*; D013058:Mass Spectrometry; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D053279:Polyynes / Q000737:chemistry* / Q000302:isolation & purification
C518343:(8R)-deca-2-trans-2-ene-4,6-diyn-1,8-diol; C518344:(8S)-deca-2-trans-2,9-diene-4,6-diyn-1,8-diol; D053279:Polyynes