Limonoids from Azadirachta excelsa

被引:24
作者
Cui, BL
Chai, HB
Constant, HL
Santisuk, T
Reutrakul, V
Beecher, CWW
Farnsworth, NR
Cordell, GA
Pezzuto, JM
Kinghorn, AD [1 ]
机构
[1] Univ Illinois, Coll Pharm, Dept Med Chem & Pharmacognosy, Program Collaborat Res Pharmaceut Sci, Chicago, IL 60612 USA
[2] Royal Forest Herbarium, Bangkok 10900, Thailand
[3] Mahidol Univ, Dept Chem, Bangkok 10400, Thailand
关键词
Azadirachta excelsa; Meliaceae; limonoids; 2,3-dihydronimbolide; 3-deoxymethplnimbidate; nimbolide; 28-deoxonimbolide; electrospray mass spectrometry; cytotoxic activity;
D O I
10.1016/S0031-9422(97)00711-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Activity-directed fractionation of a stem extract of Azadirachta excelsa using KB (human oral epidermoid carcinoma) cells led to the isolation of four meliacin-type limonoids. Two of these constituents were novel, namely, 2,3-dihydronimbolide and 3-deoxymethylnimbidate, and these were purified along with the known compounds, nimbolide and 28-deoxonimbolide. The structures of the new compounds were determined by spectroscopic methods. Nimbolide and 28-deoxonimbolide were broadly cytotoxic when evaluated against a panel of human cancer cell lines, while the two novel compounds were inactive in this regard. The defection of nimbolide and 28-deoxonimbolide as cytotoxic constituents was facilitated by an electrospray LC/MS dereplication procedure. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1283 / 1287
页数:5
相关论文
共 36 条
[1]
SCREENING AZADIRACHTA-INDICA AND PISUM-SATIVUM FOR POSSIBLE ANTIMALARIAL ACTIVITIES [J].
ABATAN, MO ;
MAKINDE, MJ .
JOURNAL OF ETHNOPHARMACOLOGY, 1986, 17 (01) :85-93
[2]
TRICYCLIC DITERPENOIDS FROM THE STEM BARK OF AZADIRACHTA-INDICA [J].
ARA, I ;
SIDDIQUI, BS ;
FAIZI, S ;
SIDDIQUI, S .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06) :1054-1061
[3]
BADAM L, 1987, Indian Journal of Malariology, V24, P111
[4]
PLANTS AS SOURCES OF ANTIMALARIAL-DRUGS .7. ACTIVITY OF SOME SPECIES OF MELIACEAE PLANTS AND THEIR CONSTITUENT LIMONOIDS [J].
BRAY, DH ;
WARHURST, DC ;
CONNOLLY, JD ;
ONEILL, MJ ;
PHILLIPSON, JD .
PHYTOTHERAPY RESEARCH, 1990, 4 (01) :29-35
[5]
Butterworth J. H., 1968, CHEM COMMUN, V19, P23
[6]
INVESTIGATION OF LOCUST FEEDING INHIBITION OF SEEDS OF NEEM TREE, AZADIRACHTA-INDICA [J].
BUTTERWORTH, JH ;
MORGAN, ED .
JOURNAL OF INSECT PHYSIOLOGY, 1971, 17 (06) :969-+
[7]
Cytotoxicity of nimbolide, epoxyazadiradione and other limonoids from neem insecticide [J].
Cohen, E ;
Quistad, GB ;
Casida, JE .
LIFE SCIENCES, 1996, 58 (13) :1075-1081
[8]
A METHOD FOR THE DEREPLICATION OF NATURAL PRODUCT EXTRACTS USING ELECTROSPRAY HPLC/MS [J].
CONSTANT, HL ;
BEECHER, CWW .
NATURAL PRODUCT LETTERS, 1995, 6 (03) :193-196
[9]
EKONG DEU, 1967, CHEM COMMUN, V18, P808
[10]
FUJIWARA T, 1982, CHEM PHARM BULL, V30, P4025