Pulcherrins D-R, potential anti-inflammatory diterpenoids from the roots of Caesalpinia pulcherrima

被引:46
作者
Yodsaoue, Orapun [1 ]
Karalai, Chatchanok [1 ]
Ponglimanont, Chanita [1 ]
Tewtrakul, Supinya [2 ]
Chantrapromma, Suchada [1 ]
机构
[1] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai 90112, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Pharmaceut Sci, Dept Pharmacognosy & Pharmaceut Bot, Hat Yai 90112, Songkhla, Thailand
关键词
Caesalpinia pulcherrima; Anti-inflammatory; Cassane-type diterpenes; Pulcherrins D-R; CASSANE DITERPENOIDS;
D O I
10.1016/j.tet.2011.06.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bioactivity-guided isolation and purification of the dichloromethane extract from the roots of Caesalpinia pulcherrima yielded 15 new cassane-type diterpenes, named pulcherrins D-R (1-15) together with eight known compounds. The structures of the new metabolites were determined on the basis of spectroscopic analyses including 10- and 2D-NMR and mass spectroscopy. The anti-inflammatory activity of isolated compounds was investigated with the lipopolysaccharide (LPS)-induced murine macrophage RAW 264.7 cell lines. Compounds 8, 9, 11-15, and 17-23 showed potent NO inhibitory activity. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6838 / 6846
页数:9
相关论文
共 15 条
[1]  
Banskota AH, 2003, PLANTA MED, V69, P500, DOI 10.1055/s-2003-40641
[2]   PULCHERRALPIN, A NEW DITERPENE ESTER FROM CAESALPINIA-PULCHERRIMA [J].
CHE, CT ;
MCPHERSON, DD ;
CORDELL, GA ;
FONG, HHS .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (04) :561-569
[3]   New diterpenoids from stems and roots of Caesalpinia crista [J].
Cheenpracha, S ;
Srisuwan, R ;
Karalai, C ;
Ponglimanont, C ;
Chantrapromma, S ;
Chantrapromma, K ;
Fun, HK ;
Anjum, S ;
Atta-ur-Rahman .
TETRAHEDRON, 2005, 61 (36) :8656-8662
[4]   THE APPLICATION OF VACUUM LIQUID-CHROMATOGRAPHY TO THE SEPARATION OF TERPENE MIXTURES [J].
COLL, JC ;
BOWDEN, BF .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (05) :934-936
[5]   New diterpenoids from Caesalpinia species and their cytotoxic activity [J].
Das, Biswanath ;
Srinivas, Yallamalla ;
Sudhakar, Chithaluri ;
Mahender, Ibram ;
Laxminarayana, Keetha ;
Reddy, Parigi Raghavendar ;
Raju, Tuniki Venugopal ;
Jakka, Naga Mahesh ;
Rao, Janapala Venkateswara .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (09) :2847-2850
[6]   Ehrlich's reaction of furanoeremophilanes [J].
Kuroda, C ;
Ueshino, T ;
Nagano, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2004, 77 (09) :1737-1740
[7]   DITERPENOIDS FROM CAESALPINIA-PULCHERRIMA [J].
MCPHERSON, DD ;
CHE, CT ;
CORDELL, GA ;
SOFIARTO, DD ;
PEZZUTO, JM ;
FONG, HHS .
PHYTOCHEMISTRY, 1985, 25 (01) :167-170
[8]   Pulcherrimins A-D, novel diterpene dibenzoates from Caesalpinia pulcherrima with selective activity against DNA repair-deficient yeast mutants [J].
Patil, AD ;
Freyer, AJ ;
Webb, RL ;
Zuber, G ;
Reichwein, R ;
Bean, MF ;
Faucette, L ;
Johnson, RK .
TETRAHEDRON, 1997, 53 (05) :1583-1592
[9]   Cassane diterpenoids from the stem of Caesalpinia pulcherrima [J].
Pranithanchai, Wirote ;
Karalai, Chatchanok ;
Ponglimanont, Chanita ;
Subhadhirasakul, Sanan ;
Chantrapromma, Kan .
PHYTOCHEMISTRY, 2009, 70 (02) :300-304
[10]  
Promsawan N, 2003, PLANTA MED, V69, P776, DOI 10.1055/s-2003-42782