Specific inhibition of human immunodeficiency virus type 1 reverse transcriptase mediated by soulattrolide, a coumarin isolated from the latex of Calophyllum teysmannii

被引:54
作者
Pengsuparp, T
Serit, M
Hughes, SH
Soejarto, DD
Pezzuto, JM
机构
[1] UNIV ILLINOIS,COLL PHARM,DEPT MED CHEM & PHARMACOGNOSY,PROGRAM COLLABORAT RES PHARMACEUT SCI,CHICAGO,IL 60612
[2] CHULALONGKORN UNIV,FAC PHARMACEUT SCI,DEPT BIOCHEM,BANGKOK 10330,THAILAND
[3] UNIV MALAYSIA SARAWAK,FAC RESOURCE SCI & TECHNOL,KOTA SAMARAHAN 94300,SARAWAK,MALAYSIA
[4] NCI,FREDERICK CANC RES & DEV CTR,ABL BASIC RES PROGRAM,FREDERICK,MD 21702
来源
JOURNAL OF NATURAL PRODUCTS | 1996年 / 59卷 / 09期
关键词
D O I
10.1021/np960399y
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Soulattrolide (1), a coumarin isolated from Calophyllum teysmannii latex, was found to be a potent inhibitor of HIV-1 reverse transcriptase (RT) with an IC50 of 0.34 mu M. Inhibition was remarkably specific, with no appreciable activity being observed toward HIV-2 RT, AMV RT, RNA polymerase, or DNA polymerases alpha or beta.
引用
收藏
页码:839 / 842
页数:4
相关论文
共 37 条
[1]   POTENT AND SELECTIVE-INHIBITION OF HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 (HIV-1) BY 5-ETHYL-6-PHENYLTHIOURACIL DERIVATIVES THROUGH THEIR INTERACTION WITH THE HIV-1 REVERSE-TRANSCRIPTASE [J].
BABA, M ;
DECLERCQ, E ;
TANAKA, H ;
UBASAWA, M ;
TAKASHIMA, H ;
SEKIYA, K ;
NITTA, I ;
UMEZU, K ;
NAKASHIMA, H ;
MORI, S ;
SHIGETA, S ;
WALKER, RT ;
MIYASAKA, T .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (06) :2356-2360
[2]   2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-3'-SPIRO-5''-(4''-AMINO-1',2''-OXATHIOLE-2'',2''-DIOXIDE)PYRIMIDINE (TSAO) NUCLEOSIDE ANALOGS - HIGHLY SELECTIVE INHIBITORS OF HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 THAT ARE TARGETED AT THE VIRAL REVERSE-TRANSCRIPTASE [J].
BALZARINI, J ;
PEREZPEREZ, MJ ;
SANFELIX, A ;
SCHOLS, D ;
PERNO, CF ;
VANDAMME, AM ;
CAMARASA, MJ ;
DECLERCQ, E .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (10) :4392-4396
[3]   HIV-1-SPECIFIC REVERSE-TRANSCRIPTASE INHIBITORS SHOW DIFFERENTIAL ACTIVITY AGAINST HIV-1 MUTANT STRAINS CONTAINING DIFFERENT AMINO-ACID SUBSTITUTIONS IN THE REVERSE-TRANSCRIPTASE [J].
BALZARINI, J ;
KARLSSON, A ;
PEREZPEREZ, MJ ;
VRANG, L ;
WALBERS, J ;
ZHANG, H ;
OBERG, B ;
VANDAMME, AM ;
CAMARASA, MJ ;
DECLERCQ, E .
VIROLOGY, 1993, 192 (01) :246-253
[4]   HIV-1 REVERSE-TRANSCRIPTASE PURIFIED FROM A RECOMBINANT STRAIN OF ESCHERICHIA-COLI [J].
CLARK, PK ;
FERRIS, AL ;
MILLER, DA ;
HIZI, A ;
KIM, KW ;
DERINGERBOYER, SM ;
MELLINI, ML ;
CLARK, AD ;
ARNOLD, GF ;
LEBHERZ, WB ;
ARNOLD, E ;
MUSCHIK, GM ;
HUGHES, SH .
AIDS RESEARCH AND HUMAN RETROVIRUSES, 1990, 6 (06) :753-764
[5]   BROAD-SPECTRUM ANTIRETROVIRAL ACTIVITY OF 2',3'-DIDEOXYNUCLEOSIDES [J].
DAHLBERG, JE ;
MITSUYA, H ;
BLAM, SB ;
BRODER, S ;
AARONSON, SA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (08) :2469-2473
[6]   HIV INHIBITORS TARGETED AT THE REVERSE-TRANSCRIPTASE [J].
DECLERCQ, E .
AIDS RESEARCH AND HUMAN RETROVIRUSES, 1992, 8 (02) :119-137
[7]   Synthesis, chromatographic resolution, and anti-human immunodeficiency virus activity of (+/-)-calanolide A and its enantiomers [J].
Flavin, MT ;
Rizzo, JD ;
Khilevich, A ;
Kucherenko, A ;
Sheinkman, AK ;
Vilaychack, V ;
Lin, L ;
Chen, W ;
Greenwood, EM ;
Pengsuparp, T ;
Pezzuto, JM ;
Hughes, SH ;
Flavin, TM ;
Cibulski, M ;
Boulanger, WA ;
Shone, RL ;
Xu, ZQ .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (06) :1303-1313
[8]   HIV-INHIBITORY COUMARINS FROM LATEX OF THE TROPICAL RAIN-FOREST TREE CALOPHYLLUM-TEYSMANNII VAR INOPHYLLOIDE [J].
FULLER, RW ;
BOKESCH, HR ;
GUSTAFSON, KR ;
MCKEE, TC ;
CARDELLINA, JH ;
MCMAHON, JB ;
CRAGG, GM ;
SOEJARTO, DD ;
BOYD, MR .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (16) :1961-1964
[9]   THE SAME MUTATION THAT ENCODES LOW-LEVEL HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 RESISTANCE TO 2',3'-DIDEOXYINOSINE AND 2',3'-DIDEOXYCYTIDINE CONFERS HIGH-LEVEL RESISTANCE TO THE (-) ENANTIOMER OF 2',3'-DIDEOXY-3'-THIACYTIDINE [J].
GAO, Q ;
GU, ZX ;
PARNIAK, MA ;
CAMERON, J ;
CAMMACK, N ;
BOUCHER, C ;
WAINBERG, MA .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (06) :1390-1392
[10]   PYRIDINONE DERIVATIVES - SPECIFIC HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 REVERSE-TRANSCRIPTASE INHIBITORS WITH ANTIVIRAL ACTIVITY [J].
GOLDMAN, ME ;
NUNBERG, JH ;
OBRIEN, JA ;
QUINTERO, JC ;
SCHLEIF, WA ;
FREUND, KF ;
GAUL, SL ;
SAARI, WS ;
WAI, JS ;
HOFFMAN, JM ;
ANDERSON, PS ;
HUPE, DJ ;
EMINI, EA ;
STERN, AM .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (15) :6863-6867