Literature DB >> 8002382

TAN-1496 A, C and E, diketopiperazine antibiotics with inhibitory activity against mammalian DNA topoisomerase I.

Y Funabashi1, T Horiguchi, S Iinuma, S Tanida, S Harada.   

Abstract

Fungal metabolites with an epi-oligothiadiketopiperazine structure, TAN-1496 A, C and E, were isolated from the culture broth of Microsphaeropsis sp. FL-16144. Their molecular formulas were determined to be C22H28N2O9S2, C22H28N2O9S3 and C22H28N2O9S4, respectively. Structures were determined by comparing the NMR data with those of known diketopiperazine antibiotics, sirodesmins. These metabolites inhibited the relaxation of supercoiled pBR322 DNA by calf thymus topoisomerase I but did not affect the decatenation of kinetoplast DNA by calf thymus topoisomerase II at concentration up to 500 microM. They strongly suppressed the growth of various murine and human tumor cells and induced apoptosis. Moreover, various derivatives were synthesized to investigate the relationship of their functional groups and biological activities.

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Year:  1994        PMID: 8002382     DOI: 10.7164/antibiotics.47.1202

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  8 in total

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4.  Design and synthesis of new bicyclic diketopiperazines as scaffolds for receptor probes of structurally diverse functionality.

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6.  An efficient synthesis of 2,5-diketopiperazine derivatives by the Ugi four-center three-component reaction.

Authors:  Sangwon Cho; Gyochang Keum; Soon Bang Kang; So-Yeop Han; Youseung Kim
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7.  Topoisomerase I inhibitors and drug resistance.

Authors:  R E Parchment; A Pessina
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  8 in total

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