Phanginin A-K, diterpenoids from the seeds of Caesalpinia sappan Linn.
The first chemical study on the seeds of Caesalpinia sappan Linn. led to isolation of 11 cassane-type diterpenes, named phanginin A-K (1-11). The skeleton present in compounds 1-8 is rather unusual, consisting of a cassane-type diterpene with an ether bridge between C-19/C-20 in compounds 1-6 and C-11/C-20 in compounds 7 and 8. Their structures were elucidated on the basis of spectroscopic techniques. In addition, the X-ray structure of phanginin A (1) is reported. Only phanginin I (9) exhibited cytotoxic effect against KB cell line with IC50 value of 4.4 microg/ml.
Yodsaoue
Orapun
O
Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand.
Cheenpracha
Sarot
S
Karalai
Chatchanok
C
Ponglimanont
Chanita
C
Chantrapromma
Suchada
S
Fun
Hoong-Kun
HK
Kanjana-Opas
Akkharawit
A
D029911:Caesalpinia / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008958:Models, Molecular; D008968:Molecular Conformation; D012015:Reference Standards; D012639:Seeds / Q000737:chemistry*; D013237:Stereoisomerism
D004224:Diterpenes