Total synthesis of goniocin and cyclogoniodenin T. Unique biosynthetic implications

被引:40
作者
Sinha, SC
Sinha, A
Sinha, SC
Keinan, E
机构
[1] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel
关键词
D O I
10.1021/ja973696d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:4017 / 4018
页数:2
相关论文
共 26 条
[11]   Synthetic studies on annonaceous acetogenins .5. Syntheses of two possible diastereoisomers of the epoxy lactone proposed for an annonaceous acetogenin, epoxyrollin A [J].
Konno, H ;
Makabe, H ;
Tanaka, A ;
Oritani, T .
TETRAHEDRON, 1996, 52 (28) :9399-9408
[12]   Total synthesis of the Annonaceous acetogenin (+)-asimicin. Development of a new bidirectional strategy [J].
Marshall, JA ;
Hinkle, KW .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17) :5989-5995
[13]   THE FIRST TOTAL SYNTHESIS OF (+)-BULLATACIN, A POTENT ANITITUMOR ANNONACEOUS ACETOGENIN, AND (+)-(15,24)-BISEPI-BULLATACIN [J].
NAITO, H ;
KAWAHARA, E ;
MARUTA, K ;
MAEDA, M ;
SASAKI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (14) :4419-4427
[14]   The Annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells [J].
Oberlies, NH ;
Croy, VL ;
Harrison, ML ;
McLaughlin, JL .
CANCER LETTERS, 1997, 115 (01) :73-79
[15]   Modular approach to Annonaceous acetogenins. Total synthesis of asimicin and bullatacin. [J].
Sinha, SC ;
SinhaBagchi, A ;
Yazbak, A ;
Keinan, E .
TETRAHEDRON LETTERS, 1995, 36 (51) :9257-9260
[16]   Tandem oxidative cyclization with rhenium oxide. Total synthesis of 17,18-bisepi-goniocin [J].
Sinha, SC ;
Sinha, A ;
Sinha, SC ;
Keinan, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (49) :12014-12015
[17]   TOTAL SYNTHESIS OF NATURALLY-OCCURRING ACETOGENINS - SOLAMIN AND RETICULATACIN [J].
SINHA, SC ;
KEINAN, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4891-4892
[18]   Toward chemical libraries of annonaceous acetogenins. Total synthesis of trilobacin [J].
Sinha, SC ;
Sinha, A ;
Yazbak, A ;
Keinan, E .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (22) :7640-7641
[20]   A convergent synthesis of (+)-parviflorin, (+)-squamocin K, and (+)-5S-hydroxyparviflorin [J].
Trost, BM ;
Calkins, TL ;
Bochet, CG .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) :2632-2635