Stereoselective Microbial Hydroxylation of Progestin, Norethisterone by Using Aspergillus niger and Penicillium citrinum

被引：1

作者：

Azizuddin ^{[1
]}

Iqbal, Muhammad ^{[1
,2
]}

Musharf, Syed Ghulam ^{[3
]}

Shahzad, Saleem ^{[4
]}

机构：

[1] Fed Urdu Univ Arts Sci & Technol, Dept Chem, Gulshan e Iqbal Campus, Karachi 75300, Pakistan

[2] Govt Degree Boys Coll, Karachi 75620, Pakistan

[3] Univ Karachi, Int Ctr Chem & Biol Sci, HEJ Res Inst Chem, Karachi 75270, Pakistan

[4] Univ Karachi, Dept Agr & Agribusiness Management, Karachi 75270, Pakistan

来源：

NATURAL PRODUCT SCIENCES | 2020年 / 26卷 / 04期

关键词：

Aspergillus niger; Microbial transformation; Norethisterone; Penicillium citrinum; Progestin;

D O I：

10.20307/nps.2020.26.4.283

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Microbial transformation of a potent progestin, norethisterone (17 beta-hydroxy-19-nor-17 alpha-pregn-4-en20-yn-3-one) (1) was carried out by using two filamentous fungi Aspergillus niger and Penicillium citrinum. Biotransformation of 1 with A. niger yielded a hydroxylated transformed product 10 beta,17 beta-diydroxy-19-nor-17 alpha-pregn-4-en-20-yn-3-one (2) whereas 11 beta,17 beta-diydroxy-19-nor-17 alpha-pregn-4-en-20-yn-3-one (3) was obtained through microbial transformation of 1 by P. citrinum. It is the first report of their production from 1 by using A. niger and P. citrinum with complete H-1- and C-13-NMR assignment. The structures of both metabolites were characterized by various spectroscopic techniques and reported data.

引用

页码：283 / 288

页数：6

共 34 条

[1] Microbial hydroxylation of tedonodiol with cultures of Aspergillus niger
Flores, RC
Pous, L
Tonn, CE
Guerreiro, E
Giordano, OS
MOLECULES, 2000, 5 (03) : 356 - 357
[2] Microbial carbonylation and hydroxylation of 20(R)-panaxadiol by Aspergillus niger
Yan, Bin
Chen, Zhihua
Zhai, Xuguang
Yin, Guibo
Ai, Yafei
Chen, Guangtong
NATURAL PRODUCT RESEARCH, 2018, 32 (07) : 782 - 787
[3] MICROBIAL HYDROXYLATION OF (-)-ALPHA-SANTONIN BY ASPERGILLUS-NIGER
IIDA, M
MIKAMI, A
YAMAKAWA, K
NISHITANI, K
JOURNAL OF FERMENTATION TECHNOLOGY, 1988, 66 (01): : 51 - 55
[4] Microbial transformations of flavanone by Aspergillus niger and Penicillium chermesinum cultures
Kostrzewa-Suslow, Edyta
Dmochowska-Gladysz, Jadwiga
Bialonska, Agata
Ciunik, Zbigniew
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2008, 52-53 (34-39) : 34 - 39
[5] Synergistic combination of cinnamaldehyde with citral for improving bread preservation: inhibition of Aspergillus niger and Penicillium citrinum
Tan, Jin-Ming
Cui, Rui
Hu, Teng-Gen
Wu, Hong
FOOD SCIENCE AND BIOTECHNOLOGY, 2025,
[6] MICROBIAL 16-BETA-HYDROXYLATION OF STEROIDS WITH ASPERGILLUS-NIGER
YAMASHITA, H
SHIBATA, K
YAMAKOSHI, N
KUROSAWA, Y
MORI, H
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1976, 40 (03): : 505 - 509
[7] Heterologous expression and characterization of Penicillium citrinum nuclease P1 in Aspergillus niger and its application in the production of nucleotides
Chen, Xiaoyi
Wang, Bin
Pan, Li
PROTEIN EXPRESSION AND PURIFICATION, 2019, 156 : 36 - 43
[8] Microbial Transformations of 6-and 7-Methoxyflavones in Aspergillus niger and Penicillium chermesinum Cultures
Kostrzewa-Suslow, Edyta
Dmochowska-Gladysz, Jadwiga
Janeczko, Tomasz
Sroda, Kamila
Michalak, Krystyna
Palko, Anna
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, 2012, 67 (7-8): : 411 - 417
[9] Effect of sodium benzoate on the growth and enzyme activity of Aspergillus niger and Penicillium citrinum in Zobo drink during storage at 30 ± 2°C
Nwafor, O. E.
Ikenebomeh, M. J.
AFRICAN JOURNAL OF BIOTECHNOLOGY, 2009, 8 (12): : 2843 - 2847
[10] Microbial abatement of toluene using Aspergillus niger in upflow bioreactor
Gopinath, M.
Mohanapriya, C.
Sivakumar, K.
Baskar, G.
Muthukumaran, C.
Dhanasekar, R.
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 2016, 134 : 370 - 376

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