TY - JOUR
T1 - Asterolaurins A-F, xenicane diterpenoids from the Taiwanese soft coral Asterospicularia laurae
AU - Lin, Yu Chi
AU - El-Razek, Mohamed H.Abd
AU - Hwang, Tsong Long
AU - Chiang, Michael Y.
AU - Kuo, Yao Haur
AU - Dai, Chang Feng
AU - Shen, Ya Ching
PY - 2009/11/30
Y1 - 2009/11/30
N2 - Six new xenicane-type diterpenoids, designated as asterolaurins A-F (1-6), have been isolated from the organic extract of the soft coral Asterospicularia laurae, collected in southern Taiwan. Compounds 1-4 possess a xenicin skeleton with a 2-oxabicyclo[7.4.0]tridecane ring system, while 5 and 6 are xeniolide A-type compounds. The structures of the new secondary metabolites, including their configurations, were established on the basis of an extensive spectroscopic analysis, including 1D and 2D NMR (1H-1H COSY, HMQC, HMBC, and NOESY), and by comparison of their NMR data with those of the related compounds. The structure of asterolaurin A (1) was confirmed by X-ray diffraction analysis, and its absolute configuration was determined using the modified Mosher's method. Asterolaurin A (1) exhibited moderate cytotoxicity against HepG2 cells with an IC50 of 8.9 μM, while asterolaurin D (4) showed potent inhibition of elastase release and superoxide anion generation in vitro.
AB - Six new xenicane-type diterpenoids, designated as asterolaurins A-F (1-6), have been isolated from the organic extract of the soft coral Asterospicularia laurae, collected in southern Taiwan. Compounds 1-4 possess a xenicin skeleton with a 2-oxabicyclo[7.4.0]tridecane ring system, while 5 and 6 are xeniolide A-type compounds. The structures of the new secondary metabolites, including their configurations, were established on the basis of an extensive spectroscopic analysis, including 1D and 2D NMR (1H-1H COSY, HMQC, HMBC, and NOESY), and by comparison of their NMR data with those of the related compounds. The structure of asterolaurin A (1) was confirmed by X-ray diffraction analysis, and its absolute configuration was determined using the modified Mosher's method. Asterolaurin A (1) exhibited moderate cytotoxicity against HepG2 cells with an IC50 of 8.9 μM, while asterolaurin D (4) showed potent inhibition of elastase release and superoxide anion generation in vitro.
UR - http://www.scopus.com/inward/record.url?scp=73349094723&partnerID=8YFLogxK
U2 - 10.1021/np900231e
DO - 10.1021/np900231e
M3 - 文章
C2 - 19863101
AN - SCOPUS:73349094723
SN - 0163-3864
VL - 72
SP - 1911
EP - 1916
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 11
ER -