Detail of "135383-02-7"

Reference

Synthesis of Stipiamide and a New Multidrug Resistance Reversal Agent, 6,7-Dehydrostipiamide

Synthesis of Stipiamide and a New Multidrug Resistance Reversal Agent, 6,7-Dehydrostipiamide. Andrus, Merritt B.; Lepore, Salvatore D.Chemicals with cas numbers 186895-57-8 and 135383-02-7 also play role. (Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA). Journal of the American Chemical Society, 119(9), 2327-2328 (English) 1997 American Chemical Society. CODEN: JACSAT. ISSN: 0002-7863. DOCUMENT TYPE: Journal CA Section: 26 (Biomolecules and Their Synthetic Analogs) Section cross-reference(s): 1 (-)-Stipiamide (I) has been synthesized in a direct, convergent manner using a tin cuprate acetylene addn. reaction and a Stille tin coupling as key steps for the assembly of the challenging E,E,Z,E,E-polyene array. Coupling of E-vinyl iodide II with Z-stannyltrienamide III at 1 to 1 stoichiometry with catalytic palladium(II) chloride bis-acetonitrile in N-methylpyrrolidinone as solvent gave I in 80% yield. Synthesis of II involved use of E-crotyl borane, derived from (-)-(a)-pinene, and selective oxidative cleavage of the terminal olefin over a trisubstituted internal olefin using AD-mix-a. III was rapidly assembled using a novel vinyl tin-cuprate alkynyl ester addn. reaction, the first synthetic application of this type of tandem addn. Assays of adriamycin resistant cells using 6,7-dehydro-stipiamide, made using a Castro-Stevens coupling, show a remarkable lowering of toxicity relative to stipiamide while improving its MDR reversal ability (10 times better than verapamil, a widely used MDR reversal agent). .

Cytotoxic polyene antibiotics from myxococcus stipitatus JW111

Cytotoxic polyene antibiotics from myxococcus stipitatus JW111. Ahn, Jong-Woong (Bio-Organic Science Division, Korea Research Institute of Chemical Technology, Daejon 305-600, S. Korea). Han'guk Nonghwa Hakhoechi, 45(2), 114-118 (Korean) 2002 Korean Society of Agricultural Chemistry and Biotechnology. CODEN: JKACA7. ISSN: 0368-2897. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Phenalamides A1-A3 were reisolated as cytotoxic substances from culture broth of Myxococcus stipitatus JW111.There are some reagents with their cas registry numbers 140695-41-6 and 135383-02-7 are used in this study. The producing strain was isolated from the marine sediment collected off the shore of Geomun Island, Korea. The active principles were extd. from cell mass with acetone and successively purified by silica gel column chromatog., Sephadex LH-20 column chromatog., and finally recycling prep. HPLC. These compds. demonstrated significant cytotoxicity against certain human cancer cells, having IC50 values ranging from 0.23 to 0.50 mg/mL. Moreover, they also inhibited the growth of adriamycin-resistant HCT/ADM human cancer cell line as well as its parent sensitive cell line. .