THE DOLASTATINS .21. SYNTHESIS, X-RAY CRYSTAL-STRUCTURE, AND MOLECULAR MODELING OF (6R)-ISODOLASTATIN-10

被引：16

作者：

PETTIT, GR ^{[1
]}

SRIRANGAM, JK ^{[1
]}

HERALD, DL ^{[1
]}

HAMEL, E ^{[1
]}

机构：

[1] ARIZONA STATE UNIV,DEPT CHEM,TEMPE,AZ 85287

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 21期

关键词：

D O I：

10.1021/jo00100a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical synthesis of (GR)-isodolastatin 10 (1b) was devised, the X-ray crystal structure was determined, and this chiral isomer was found to have antineoplastic activity comparable to dolastatin 10 (1a).

引用

页码：6127 / 6130

页数：4

共 25 条

[1] DIFFERENTIAL-EFFECTS OF ACTIVE ISOMERS, SEGMENTS, AND ANALOGS OF DOLASTATIN-10 ON LIGAND INTERACTIONS WITH TUBULIN - CORRELATION WITH CYTOTOXICITY [J].

BAI, R ;

ROACH, MC ;

JAYARAM, SK ;

BARKOCZY, J ;

PETTIT, GR ;

LUDUENA, RF ;

HAMEL, E .

BIOCHEMICAL PHARMACOLOGY, 1993, 45 (07) :1503-1515

[2] STRUCTURE ACTIVITY STUDIES WITH CHIRAL ISOMERS AND WITH SEGMENTS OF THE ANTIMITOTIC MARINE PEPTIDE DOLASTATIN-10 [J].

BAI, R ;

PETTIT, GR ;

HAMEL, E .

BIOCHEMICAL PHARMACOLOGY, 1990, 40 (08) :1859-1864

[3]

BAI R, 1990, J BIOL CHEM, V265, P17141

[4] DOLASTATIN-10, A POWERFUL CYTOSTATIC PEPTIDE DERIVED FROM A MARINE ANIMAL - INHIBITION OF TUBULIN POLYMERIZATION MEDIATED THROUGH THE VINCA ALKALOID BINDING DOMAIN [J].

BAI, R ;

PETTIT, GR ;

HAMEL, E .

BIOCHEMICAL PHARMACOLOGY, 1990, 39 (12) :1941-1949

[5] CHARMM - A PROGRAM FOR MACROMOLECULAR ENERGY, MINIMIZATION, AND DYNAMICS CALCULATIONS [J].

BROOKS, BR ;

BRUCCOLERI, RE ;

OLAFSON, BD ;

STATES, DJ ;

SWAMINATHAN, S ;

KARPLUS, M .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1983, 4 (02) :187-217

[6]

BROWN FK, 1989, J AM CHEM SOC, V111, P7382

[7] MOLECULAR-DYNAMICS SIMULATIONS OF SMALL PEPTIDES - DEPENDENCE ON DIELECTRIC MODEL AND PH [J].

DAGGETT, V ;

KOLLMAN, PA ;

KUNTZ, ID .

BIOPOLYMERS, 1991, 31 (03) :285-304

[8] BIOACTIVE MARINE METABOLITES .40. 2 NEW SESQUITERPENE ISONITRILES FROM THE NUDIBRANCH, PHYLLIDIA-PUSTULOSA [J].

FUSETANI, N ;

WOLSTENHOLME, HJ ;

MATSUNAGA, S ;

HIROTA, H .

TETRAHEDRON LETTERS, 1991, 32 (49) :7291-7294

[9] ICHTHYOTOXIC DITERPENOIDS FROM THE CANTABRIAN NUDIBRANCH CHROMODORIS-LUTEOROSEA [J].

GAVAGNIN, M ;

VARDARO, RR ;

AVILA, C ;

CIMINO, G ;

ORTEA, J .

JOURNAL OF NATURAL PRODUCTS, 1992, 55 (03) :368-371

[10]

Hamel E., 2018, MICROTUBULE PROTEINS, P89, DOI [10.1201/9781351074643-4, DOI 10.1201/9781351074643-4]

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