Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions

Quan Xu; Ye Qing Du; Pan Pan Chen; Yili Sun; Ze Nan Yang; Hui Zhang; Bencan Tang; Hong Wang; Jia Li; Yue Wei Guo; Xu Wen Li

doi:10.1016/j.cclet.2024.110141

Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions

Quan Xu, Ye Qing Du, Pan Pan Chen, Yili Sun, Ze Nan Yang, Hui Zhang, Bencan Tang, Hong Wang, Jia Li, Yue Wei Guo, Xu Wen Li

Department of Chemical and Environmental Engineering

Research output: Journal Publication › Article › peer-review

1 Citation (Scopus)

Abstract

A computer-assisted chemical investigation of an intriguing photoreaction of norditerpenoids (3‒7) has been first reported, leading to not only their biomimetic conversion, but also the generation of several new products with uncommon 4,14-dioxabicyclo[10.2.1]pentadecane scaffold (8, 9, 12‒14). In bioassay, compounds 10 and 15 exhibited significant stimulation of GLP-1 secretion. This study has given an insight for the application of computational methods on the late-stage skeleton transformation of complex natural products towards new bioactive compounds.

Original language	English
Article number	110141
Journal	Chinese Chemical Letters
Volume	36
Issue number	5
DOIs	https://doi.org/10.1016/j.cclet.2024.110141
Publication status	Published - May 2025

Keywords

Biomimetic conversion
DFT calculation
GLP-1
Marine natural product
Photosynthesis

ASJC Scopus subject areas

General Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1016/j.cclet.2024.110141

Cite this

Xu, Q., Du, Y. Q., Chen, P. P., Sun, Y., Yang, Z. N., Zhang, H., Tang, B., Wang, H., Li, J., Guo, Y. W., & Li, X. W. (2025). Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions. Chinese Chemical Letters, 36(5), Article 110141. https://doi.org/10.1016/j.cclet.2024.110141

@article{6a9d616b99e74197a945f423d35cbf46,

title = "Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions",

abstract = "A computer-assisted chemical investigation of an intriguing photoreaction of norditerpenoids (3‒7) has been first reported, leading to not only their biomimetic conversion, but also the generation of several new products with uncommon 4,14-dioxabicyclo[10.2.1]pentadecane scaffold (8, 9, 12‒14). In bioassay, compounds 10 and 15 exhibited significant stimulation of GLP-1 secretion. This study has given an insight for the application of computational methods on the late-stage skeleton transformation of complex natural products towards new bioactive compounds.",

keywords = "Biomimetic conversion, DFT calculation, GLP-1, Marine natural product, Photosynthesis",

author = "Quan Xu and Du, \{Ye Qing\} and Chen, \{Pan Pan\} and Yili Sun and Yang, \{Ze Nan\} and Hui Zhang and Bencan Tang and Hong Wang and Jia Li and Guo, \{Yue Wei\} and Li, \{Xu Wen\}",

note = "Publisher Copyright: {\textcopyright} 2025",

year = "2025",

month = may,

doi = "10.1016/j.cclet.2024.110141",

language = "English",

volume = "36",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

publisher = "Elsevier B.V.",

number = "5",

}

TY - JOUR

T1 - Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions

AU - Xu, Quan

AU - Du, Ye Qing

AU - Chen, Pan Pan

AU - Sun, Yili

AU - Yang, Ze Nan

AU - Zhang, Hui

AU - Tang, Bencan

AU - Wang, Hong

AU - Li, Jia

AU - Guo, Yue Wei

AU - Li, Xu Wen

PY - 2025/5

Y1 - 2025/5

N2 - A computer-assisted chemical investigation of an intriguing photoreaction of norditerpenoids (3‒7) has been first reported, leading to not only their biomimetic conversion, but also the generation of several new products with uncommon 4,14-dioxabicyclo[10.2.1]pentadecane scaffold (8, 9, 12‒14). In bioassay, compounds 10 and 15 exhibited significant stimulation of GLP-1 secretion. This study has given an insight for the application of computational methods on the late-stage skeleton transformation of complex natural products towards new bioactive compounds.

AB - A computer-assisted chemical investigation of an intriguing photoreaction of norditerpenoids (3‒7) has been first reported, leading to not only their biomimetic conversion, but also the generation of several new products with uncommon 4,14-dioxabicyclo[10.2.1]pentadecane scaffold (8, 9, 12‒14). In bioassay, compounds 10 and 15 exhibited significant stimulation of GLP-1 secretion. This study has given an insight for the application of computational methods on the late-stage skeleton transformation of complex natural products towards new bioactive compounds.

KW - Biomimetic conversion

KW - DFT calculation

KW - GLP-1

KW - Marine natural product

KW - Photosynthesis

UR - https://www.scopus.com/pages/publications/86000603129

U2 - 10.1016/j.cclet.2024.110141

DO - 10.1016/j.cclet.2024.110141

M3 - Article

AN - SCOPUS:86000603129

SN - 1001-8417

VL - 36

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 5

M1 - 110141

ER -

Computation assisted chemical study of photo-induced late-stage skeleton transformation of marine natural products towards new scaffolds with biological functions

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this