Microbial transformation of ambrisentan to its glycosides by Cunninghamella elegans

2019 ◽  
Vol 33 (6) ◽  
pp. e4496
Author(s):  
Rafaela Sponchiado ◽  
Julia Medeiros Sorrentino ◽  
Natália Olegário ◽  
Sendy Sales Oliveira ◽  
Leticia Malgarim Cordenonsi ◽  
...  
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans

Microbial transformation of methyl cyperenoate by Cunninghamella elegans AS 3.2028 and the antithrombotic activities of its metabolites

RSC Advances ◽  
2016 ◽  
Vol 6 (113) ◽  
pp. 112712-112720 ◽  
Author(s):  
Jin-Long Tian ◽  
Yu Chen ◽  
Yu-Xi Wang ◽  
Xiao-Xiao Huang ◽  
Xue Sun ◽  
...  
Keyword(s):  
Structural Modification ◽  
Microbial Transformation ◽  
Natural Compounds ◽  
Biologically Active ◽  
Cunninghamella Elegans ◽  
Biologically Active Derivatives

Microbial transformation is a remarkable tool for the structural modification of bioactive natural compounds converting them into more valuable biologically active derivatives.

Microbial transformation of 2,3-dihydro-3-methoxywithaferin-A by Cunninghamella elegans

1986 ◽  
Vol 25 (7) ◽  
pp. 1613-1615 ◽  
Author(s):  
Ján Fuska ◽  
Bohumil Proksa ◽  
Maria Šturdícová ◽  
Alžbeta Fusková
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans

Microbial transformation of methyl protodioscin by Cunninghamella elegans

2005 ◽  
Vol 35 (1-3) ◽  
pp. 33-40 ◽  
Author(s):  
Xiangjiu He ◽  
Xinluan Wang ◽  
Bo Liu ◽  
Lina Su ◽  
Guanghui Wang ◽  
...  
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans

Microbial Hydroxylation of Hydroxyprogesterones and α-Glucosidase Inhibition Activity of Their Metabolites

2007 ◽  
Vol 62 (4) ◽  
pp. 593-599 ◽  
Author(s):  
Muhammad Iqbal Choudhary ◽  
Muhammad Nasir ◽  
Shamsun N. Khan ◽  
Muhammad Atif ◽  
Rahat A. Ali ◽  
...  
Keyword(s):  
Candida Albicans ◽  
Inhibitory Activity ◽  
Microbial Transformation ◽  
The Other ◽  
Gibberella Fujikuroi ◽  
Spectroscopic Methods ◽  
Cunninghamella Elegans ◽  
Inhibition Activity ◽  
Microbial Hydroxylation ◽  
Other Hand

Microbial transformation of 11α-hydroxyprogesterone (1) with Cunninghamella elegans, Gibberella fujikuroi, Fusarium lini, and Candida albicans yielded 11α,15α,16α-trihydroxypregn-4- ene-3,20-dione (3), 11α-hydroxy-5α-pregnane-3,20-dione (4), 6β ,11α-dihydroxypregn-4-ene-3,20- dione (5), 11α-hydroxypregna-1,4-diene-3,20-dione (6), 11α,17β -dihydroxyandrost-4-en-3-one (7), and 11α,15α-dihydroxypregn-4-ene-3,20-dione (8). On the other hand, microbial transformation of 17α-hydroxyprogesterone (2) with Cunninghamella elegans and Fusarium lini yielded 11α,17α- dihydroxypregn-4-ene-3,20-dione (9), and 17α-hydroxypregna-1,4-diene-3,20-dione (10). The structures of the metabolites 3 - 10 were deduced on the basis of spectroscopic methods. Compound 3 was identified as a new metabolite, which exhibited a promising inhibitory activity against the α-glucosidase enzyme.

scholarly journals A Microbial Transformation Model for Simulating Mammal Metabolism of Artemisinin

Molecules ◽  
2019 ◽  
Vol 24 (2) ◽  
pp. 315 ◽  
Author(s):  
Yue Ma ◽  
Peng Sun ◽  
Yifan Zhao ◽  
Kun Wang ◽  
Xiaoqiang Chang ◽  
...  
Keyword(s):  
Chinese Herb ◽  
Microbial Transformation ◽  
Ultra Performance Liquid Chromatography ◽  
The Body ◽  
Transformation Model ◽  
Cunninghamella Elegans ◽  
C Elegans ◽  
Traditional Chinese Herb

Artemisinin (ART) is a highly effective antimalarial agent isolated from the traditional Chinese herb Qinghao. Metabolism of ART and its derivatives in the body is one of the most pressing issues for pharmaceutical scientists. Herein, an efficient in vitro microorganism model for simulation of metabolism of ART in vivo was developed employing Cunninghamella elegans. Metabolites in the microbial transformation system and plasma of mice pre-administrated ART orally were analyzed by ultra-performance liquid chromatography (UPLC)-electrospray ionization (ESI)-quadrupole time-of-flight (Q-TOF)-mass spectrometry (MSE) combined with UNIFI software. Thirty-two metabolites were identified in vitro and 23 were identified in vivo. After comparison, 16 products were found to be common to both models including monohydroxylated ART, dihydroxylated ART, deoxyartemisinin, hydroxylated deoxyartemisinin, hydroxylated dihydroartemisinin (DHA), and hydroxylated deoxy-DHA. These results revealed that C. elegans CICC 40250 functioned as an appropriate model to mimic ART metabolism in vivo. Moreover, an overall description of metabolites of ART from C. elegans CICC 40250 has been provided. Notably, DHA was detected and identified as a metabolite of ART in mouse plasma for the first time.

Microbial transformation of β-lapachone to its glycosides by Cunninghamella elegans ATCC 10028b

2013 ◽  
Vol 6 (4) ◽  
pp. 657-661 ◽  
Author(s):  
Camila R. Paludo ◽  
Eduardo A. da Silva-Junior ◽  
Raquel A. Santos ◽  
Mônica T. Pupo ◽  
Flávio S. Emery ◽  
...  
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans

Microbial transformation of acetyl-11-keto-boswellic acid by Cunninghamella elegans

2013 ◽  
Vol 15 (11) ◽  
pp. 1173-1178 ◽  
Author(s):  
Xiu-Lan Xin ◽  
Hua Huo ◽  
Liang Chen ◽  
Jian Li ◽  
Jiang-Hao Sun ◽  
...  
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans ◽  
Boswellic Acid

Microbial Metabolism Of (+)-Cycloisolongifol-5β-Ol

2006 ◽  
Vol 61 (8) ◽  
pp. 1035-1038 ◽  
Author(s):  
Muhammad Iqbal Choudhary ◽  
Waseem Kausar ◽  
Zafar Ali Siddiqui ◽  
Atta-ur Rahman
Keyword(s):  
Microbial Transformation ◽  
Microbial Metabolism ◽  
Cunninghamella Elegans ◽  
New Compounds ◽  
New Metabolites

Microbial transformation of a cyclic sesquiterpene, (+)-cycloisolongifol-5β -ol (1), was carried out with the fungus Cunninghamella elegans, resulting in three new metabolites, cycloisolongifol-3β , 5β -diol (2), cycloisolongifol-5β -ol-11-one (3), and cycloisolongifol-3β , 5β , 11α-triol (4). The structures of new compounds were deduced on the basis of spectroscopic evidences

Microbial Transformation of Mestranol by Cunninghamella elegans.

ChemInform ◽  
2006 ◽  
Vol 37 (3) ◽  
Author(s):  
Muhammad Iqbal Choudhary ◽  
Syed Ghulam Musharraf ◽  
Zafar Ali Siddiqui ◽  
Naik Tameen Khan ◽  
Rahat Azhar Ali ◽  
...  
Keyword(s):  
Microbial Transformation ◽  
Cunninghamella Elegans

scholarly journals Evaluation of Microbial Transformation of 10-deoxoartemisinin by UPLC-ESI-Q-TOF-MSE

Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 3874
Author(s):  
Yue Bai ◽  
Dong Zhang ◽  
Peng Sun ◽  
Yifan Zhao ◽  
Xiaoqiang Chang ◽  
...  
Keyword(s):  
Model Organism ◽  
Microbial Transformation ◽  
Ultra Performance Liquid Chromatography ◽  
Cunninghamella Elegans ◽  
Software Products ◽  
Flight Mass Spectrometry ◽  
Cunninghamella Blakesleeana ◽  
Biotransformation Products ◽  
Semisynthetic Derivative ◽  
First Time

10-deoxoartemisinin is a semisynthetic derivative of artemisinin that lacks a lactone carbonyl group at the 10-position, and has stronger antimalarial properties than artemisinin. However, 10-deoxoartemisinin has limited utility as a therapeutic agent because of its low solubility and bioavailability. Hydroxylated 10-deoxoartemisinins are a series of properties-improved derivatives. Via microbial transformation, which can hydroxylate 10-deoxoartemisinin at multiple sites, the biotransformation products of 10-deoxoartemisinin have been investigated in this paper. Using ultra-performance liquid chromatography-electrospray ionization-quadrupole time-of-flight mass spectrometry (UPLC-ESI-Q-TOF-MSE) combined with UNIFI software, products of microbial transformation of 10-deoxoartemisinin were rapidly and directly analyzed. The hydroxylation abilities of nine microorganisms were compared using this method. All of the microorganisms evaluated were able to hydroxylate 10-deoxoartemisinin, and a total of 35 hydroxylated products were identified. These can be grouped into dihydroxylated 10-deoxoartemisinins, monohydroxylated 10-deoxoartemisinins, hydroxylated dehydrogenated 10-deoxoartemisinins, and hydroxylated hydrogenated 10-deoxoartemisinins. Cunninghamella echinulata and Cunninghamella blakesleeana are able to hydroxylate 10-deoxoartemisinin, and their biotransformation products are investigated here for the first time. Cunninghamella elegans CICC 40250 was shown to most efficiently hydroxylate 10-deoxoartemisinin, and could serve as a model organism for microbial transformation. This method could be used to generate additional hydroxylated 10-deoxoartemisinins for further research.

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