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Natural Product Research
Formerly Natural Product Letters
Volume 38, 2024 - Issue 8
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Research Articles

Two new rakicidin derivatives from marine Micromonospora chalcea FIM-R160609

Li ChenFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Lijun XieFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Wei ZhaoFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Jian ZhouFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Honglei JiangFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Wei LiuFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaView further author information
,
Hong JiangFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaCorrespondence[email protected]
View further author information
&
Feng LinFujian Provincial Key Laboratory of Screening for Novel Microbial Products, Fujian Institute of Microbiology, Fuzhou, People’s Republic of ChinaCorrespondence[email protected]
View further author information
 show all
Pages 1354-1361 | Received 06 Jul 2022, Accepted 01 Nov 2022, Published online: 09 Nov 2022

References

  • Chen L, Zhao W, Jiang HL, Zhou J, Chen XM, Lian YY, Jiang H, Lin F. 2018. Rakicidins G-I, cyclic depsipeptides from marine Micromonospora chalcea FIM 02-523. Tetrahedron. 74(30):4151–4154.
  • Jiang H, Lin R, Zheng W, Cheng YR. 2006. Isolation, identification and biological activities of a lipopeptide FW523 from marine Micromonospora chalcea FIM 02-523. Chin J Antibiot. 31(5):267–270.
  • Lin F, Chen L, Zhao W, Zhou J, Jiang HL, Lian YY, Jiang H. 2017. In vitro and in vivo activities of depsipeptide rakicidins against Clostridium difficile. Chin J Antibiot. 42:343–347.
  • Lin F, Wang CX, Jiang HL, Zhou J, Zhao W, Chen XM. 2016. Rakicidin B1, a new rakicidin analogue with antitumor activities from marine Micromonospora sp. Chin J Antibiot. 41(7):510–515.
  • Lin F, Wang CX, Jiang HL, Zhou J, Zhao W, Chen XM, Fang DS, Lian YY, Jiang H. 2016. Study on the antitumor activities of rakicidins from marine Micromonospora sp. Chin J Antibiot. 41(7):516–519.
  • McBrien KD, Berry RL, Lowe SE, Neddermann KM, Bursuker I, Huang S, Klohr SE, Leet JE. 1995. Rakicidins, new cytotoxic lipopeptides from Micromonospora sp. fermentation, isolation and characterization. J Antibiot (Tokyo). 48(12):1446–1452.
  • Oku N, Matoba S, Yamazaki YM, Shimasaki R, Miyanaga S, Igarashi Y. 2014. Complete stereochemistry and preliminary structure − activity relationship of rakicidin A, a hypoxia-selective cytotoxin from Micromonospora sp. J Nat Prod. 77(11):2561–2565.
  • Sang F, Ding YH, Wang JH, Sun BX, Sun JL, Geng Y, Zhang Z, Ding K, Wu LL, Liu JW, et al. 2016. Structure − activity relationship study of rakicidins: overcoming chronic myeloid leukemia resistance to imatinib with 4‑methylester-rakicidin A. J Med Chem. 59(3):1184–1196.
  • Sang F, Li DM, Sun XL, Cao XQ, Wang L, Sun JL, Sun BX, Wu LL, Yang G, Chu XQ, et al. 2014. Total synthesis and determination of the absolute configuration of rakicidin A. J Am Chem Soc. 136(44):15787–15791.
  • Takeuchi M, Ashihara E, Yamazaki YM, Kimura S, Nakagawa Y, Tanaka R, Yao H, Nagao R, Hayashi Y, Hirai H, et al. 2011. Rakicidin A effectively induces apoptosis in hypoxia adapted Bcr-Abl positive leukemic cells. Cancer Sci. 102(3):591–596.
  • Tsakos M, Clement LL, Schaffert ES, Olsen FN, Rupiani S, Djurhuus R, Yu WW, Jacobsen KM, Villadsen NL, Poulsen TB. 2016. Total synthesis and biological evaluation of rakicidin A and discovery of a simplified bioactive analogue. Angew Chem Int Ed Engl. 55(3):1030–1035.
  • Tsakos M, Jacobsen KM, Yu WW, Villadsen NL, Poulsen TB. 2016. The Rakicidin family of anticancer natural products - synthetic strategies towards a new class of hypoxia-selective cytotoxins. Synlett. 27(13):1898–1906.
  • Yamazaki Y, Kunimoto S, Ikeda D. 2007. Rakicidin A: a hypoxia-selective cytotoxin. Biol Pharm Bull. 30(2):261–265.

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