Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β

被引:35
作者
Deng, JZ
Starck, SR
Hecht, SM [1 ]
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22901 USA
[2] Univ Virginia, Dept Biol, Charlottesville, VA 22901 USA
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 03期
关键词
D O I
10.1021/np980522g
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Bioassay-guided fractionation of Panopsis rubescens, using an assay to detect DNA polymerase beta inhibition, led to the isolation of two new bis-5-alkylresorcinols (1 and 2), in addition to one known bis-5-alkylresorcinol (3). The structures of 1-3 were established as 1,3-dihydroxy-5-[14'-(3",5"-dihydroxyphenyl)-cis-4'-[14'-(3",5"-dihydroxyp tetradecenyl]benzene (1), 1,3-dihydroxy-5-[14'-(3",5"-dihydroxyp (2), and 1,3-dihydroxy-5-[ 14'-(3",5"- dihydroxyphenyl)tetradecenyl]benzene (3), respectively, by spectroscopic and chemical analyses. Compounds 1-3 exhibited potent inhibition of calf thymus DNA polymerase beta, with IC50 values of 7.5, 6.5, and 5.8 mu M, respectively.
引用
收藏
页码:477 / 480
页数:4
相关论文
共 43 条
[1]   EXPRESSION OF HUMAN DNA POLYMERASE-BETA IN ESCHERICHIA-COLI AND CHARACTERIZATION OF THE RECOMBINANT ENZYME [J].
ABBOTTS, J ;
SENGUPTA, DN ;
ZMUDZKA, B ;
WIDEN, SG ;
NOTARIO, V ;
WILSON, SH .
BIOCHEMISTRY, 1988, 27 (03) :901-909
[2]   ENHANCED REPAIR OF A CISPLATIN-DAMAGED REPORTER CHLORAMPHENICOL-O-ACETYLTRANSFERASE GENE AND ALTERED ACTIVITIES OF DNA-POLYMERASES ALPHA AND BETA, AND DNA-LIGASE IN CELLS OF A HUMAN-MALIGNANT GLIOMA FOLLOWING IN-VIVO CISPLATIN THERAPY [J].
ALIOSMAN, F ;
BERGER, MS ;
RAIRKAR, A ;
STEIN, DE .
JOURNAL OF CELLULAR BIOCHEMISTRY, 1994, 54 (01) :11-19
[3]   STRUCTURE ELUCIDATION OF NATURALLY-OCCURRING LONG-CHAIN MONOENES AND DIENES [J].
BARR, JR ;
SCANNELL, RT ;
YAMAGUCHI, K .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) :494-496
[4]   PHENOLIC CONSTITUENTS OF PERSOONIA-ELLIPTICA (PROTEACEAE) [J].
CANNON, JR ;
METCALF, BW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (09) :1925-&
[5]   PHENOLIC CONSTITUENTS OF GREVILLEA-ROBUSTA (PROTEACEAE) - STRUCTURE OF ROBUSTOL, A NOVEL MACROCYCLIC PHENOL [J].
CANNON, JR ;
CHOW, PW ;
FULLER, MW ;
HAMILTON, BH ;
METCALF, BW ;
POWER, AJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1973, 26 (10) :2257-2275
[6]  
CANNON JR, 1970, TETRAHEDRON LETT, P325
[7]   DNA repair: Enzymatic mechanisms and relevance to drug response [J].
Chaney, SG ;
Sancar, A .
JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1996, 88 (19) :1346-1360
[8]   Inhibitors of DNA polymerase β from Schoepfia californica [J].
Chen, J ;
Zhang, YH ;
Wang, LK ;
Sucheck, SJ ;
Snow, AM ;
Hecht, SM .
CHEMICAL COMMUNICATIONS, 1998, (24) :2769-2770
[9]   CHARACTERIZATION OF POISON OAK URUSHIOL [J].
CORBETT, MD ;
BILLETS, S .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1975, 64 (10) :1715-1718
[10]   EXPRESSION OF ACTIVE-RAT DNA POLYMERASE-BETA IN ESCHERICHIA-COLI [J].
DATE, T ;
YAMAGUCHI, M ;
HIROSE, F ;
NISHIMOTO, Y ;
TANIHARA, K ;
MATSUKAGE, A .
BIOCHEMISTRY, 1988, 27 (08) :2983-2990