Two new spirooxindole alkaloids from rhizosphere strain Streptomyces sp. xzqh-9

• Published in: Bioorganic & medicinal chemistry letters 2014-11, Vol.24 (21), p.4995-4998
• Main Authors: Guo, Kai, Fang, Tingting, Wang, Jingyi, Wu, An-an, Wang, Yuezhou, Jiang, Jie, Wu, Xinrui, Song, Siyang, Su, Wenjing, Xu, Qingyan, Deng, Xianming
• Format: Article
• Language: English
• Subjects: Antineoplastic Agents - pharmacology; Cell Proliferation - drug effects; Circular Dichroism; Fusion Proteins, bcr-abl - antagonists & inhibitors; Humans; Indole Alkaloids - chemistry; Indole Alkaloids - isolation & purification; Indole Alkaloids - pharmacology; Indoles - chemistry; Inhibitory Concentration 50; L-Lactate Dehydrogenase - metabolism; Molecular Structure; Neoplasms - drug therapy; Neoplasms - pathology; Nuclear Magnetic Resonance, Biomolecular; Protein Kinase Inhibitors - pharmacology; Rhizosphere; Spectrometry, Mass, Electrospray Ionization; Spiro Compounds - chemistry; Spiro Compounds - isolation & purification; Spiro Compounds - pharmacology; Spirooxindole alkaloids; Streptomyces; Streptomyces - chemistry; Streptomyces sp; Tumor Cells, Cultured
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2014.09.026

Two new spirooxindole alkaloids spindomycins A (1) and B (2) were isolated from rhizosphere strain Streptomyces sp. xzqh-9. Their structures were elucidated by comprehensive spectroscopic analyses of NMR and MS data. The absolute configurations of 1 and 2 were determined by experimental and theoretical calculation of electronic circular dichroism (ECD). Antitumor, lactate dehydrogenase, and tyrosine kinase inhibitory activities of two compounds were evaluated, while only spindomycin B (2) exhibited weak inhibitory activity against tyrosine kinase Bcr-Abl. [Display omitted] Two new spirooxindole alkaloids spindomycins A (1) and B (2) were isolated from rhizosphere strain Streptomyces sp. xzqh-9. Their structures were elucidated by comprehensive spectroscopic analyses of NMR and MS data. The absolute configurations of 1 and 2 were determined by experimental and theoretical calculation of electronic circular dichroism (ECD). Antitumor, lactate dehydrogenase, and tyrosine kinase inhibitory activities of two compounds were evaluated, while only spindomycin B (2) exhibited weak inhibitory activity against tyrosine kinase Bcr-Abl.