Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect

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Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect. / Xu, Shao-Hua; Chen, Hai-lan; Fan, Yong; Xu, Wei; Zhang, Jian.

I: Bioorganic & Medicinal Chemistry Letters, Bind 30, Nr. 4, 126947, 2020.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Xu, S-H, Chen, H, Fan, Y, Xu, W & Zhang, J 2020, 'Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect', Bioorganic & Medicinal Chemistry Letters, bind 30, nr. 4, 126947. https://doi.org/10.1016/j.bmcl.2019.126947

APA

Xu, S-H., Chen, H., Fan, Y., Xu, W., & Zhang, J. (2020). Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect. Bioorganic & Medicinal Chemistry Letters, 30(4), [126947]. https://doi.org/10.1016/j.bmcl.2019.126947

Vancouver

Xu S-H, Chen H, Fan Y, Xu W, Zhang J. Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect. Bioorganic & Medicinal Chemistry Letters. 2020;30(4). 126947. https://doi.org/10.1016/j.bmcl.2019.126947

Author

Xu, Shao-Hua ; Chen, Hai-lan ; Fan, Yong ; Xu, Wei ; Zhang, Jian. / Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect. I: Bioorganic & Medicinal Chemistry Letters. 2020 ; Bind 30, Nr. 4.

Bibtex

@article{8b4ce69993a84d44a81b495cafc69592,
title = "Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect",
abstract = "Tandem whole-cell biotransformation was applied successfully to deliver novel pentacyclic triterpenoid derivatives for the first time. In this process, the starting substrate oleanolic acid (1) was biotransformed into a hydroxylated metabolite 1a by Rhizopus chinensis CICC 40335 and then was further glycosylated to 1b by Bacillus subtilis ATCC 6633. Moreover, metabolite 1a was furtherly oxidized by Streptomyces griseus ATCC 13273 and generated two new derivatives as 1c and 1d. To validate the feasibility, tandem biotransformation of 18 beta-glycyrrhetinic acid (2) by R. chinensis and B. subtilis was also conducted and offered a glycosylated derivative (2c). Finally, the neuroprotective effects of the derivatives were assessed on neural injury PC12 cell model induced by cobalt chloride.",
keywords = "Tandem biotransformation, Pentacyclic triterpenoid, Structural modification, Neuroprotective, PLANT-TISSUE CULTURE, 18-BETA-GLYCYRRHETINIC ACID, INHIBITORS, CELLS",
author = "Shao-Hua Xu and Hai-lan Chen and Yong Fan and Wei Xu and Jian Zhang",
year = "2020",
doi = "10.1016/j.bmcl.2019.126947",
language = "English",
volume = "30",
journal = "Bioorganic & Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Pergamon Press",
number = "4",

}

RIS

TY - JOUR

T1 - Application of tandem biotransformation for biosynthesis of new pentacyclic triterpenoid derivatives with neuroprotective effect

AU - Xu, Shao-Hua

AU - Chen, Hai-lan

AU - Fan, Yong

AU - Xu, Wei

AU - Zhang, Jian

PY - 2020

Y1 - 2020

N2 - Tandem whole-cell biotransformation was applied successfully to deliver novel pentacyclic triterpenoid derivatives for the first time. In this process, the starting substrate oleanolic acid (1) was biotransformed into a hydroxylated metabolite 1a by Rhizopus chinensis CICC 40335 and then was further glycosylated to 1b by Bacillus subtilis ATCC 6633. Moreover, metabolite 1a was furtherly oxidized by Streptomyces griseus ATCC 13273 and generated two new derivatives as 1c and 1d. To validate the feasibility, tandem biotransformation of 18 beta-glycyrrhetinic acid (2) by R. chinensis and B. subtilis was also conducted and offered a glycosylated derivative (2c). Finally, the neuroprotective effects of the derivatives were assessed on neural injury PC12 cell model induced by cobalt chloride.

AB - Tandem whole-cell biotransformation was applied successfully to deliver novel pentacyclic triterpenoid derivatives for the first time. In this process, the starting substrate oleanolic acid (1) was biotransformed into a hydroxylated metabolite 1a by Rhizopus chinensis CICC 40335 and then was further glycosylated to 1b by Bacillus subtilis ATCC 6633. Moreover, metabolite 1a was furtherly oxidized by Streptomyces griseus ATCC 13273 and generated two new derivatives as 1c and 1d. To validate the feasibility, tandem biotransformation of 18 beta-glycyrrhetinic acid (2) by R. chinensis and B. subtilis was also conducted and offered a glycosylated derivative (2c). Finally, the neuroprotective effects of the derivatives were assessed on neural injury PC12 cell model induced by cobalt chloride.

KW - Tandem biotransformation

KW - Pentacyclic triterpenoid

KW - Structural modification

KW - Neuroprotective

KW - PLANT-TISSUE CULTURE

KW - 18-BETA-GLYCYRRHETINIC ACID

KW - INHIBITORS

KW - CELLS

U2 - 10.1016/j.bmcl.2019.126947

DO - 10.1016/j.bmcl.2019.126947

M3 - Journal article

C2 - 31924497

VL - 30

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

SN - 0960-894X

IS - 4

M1 - 126947

ER -

ID: 250600651