Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor
Hao Shao
1
,
Wenheng Liu
2
,
Muhan Liu
3
,
Haibing He
1, 2
,
Qilin Zhou
3
,
Shoufei Zhu
3
,
Shuanhu Gao
1, 2
Publication type: Journal Article
Publication date: 2023-11-10
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
37948601
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Cyclopamine is a teratogenic steroidal alkaloid, which inhibits the Hedgehog (Hh) signaling pathway by targeting the Smoothened (Smo) receptor. Suppression of Hh signaling with synthetic small molecules has been pursued as a therapeutic approach for the treatment of cancer. We report herein the asymmetric synthesis of cyclopamine based on a two-stage relay strategy. Stage-I: total synthesis of veratramine through a convergent approach, wherein a crucial photoinduced excited-state Nazarov reaction was applied to construct the basic [6–6–5–6] skeleton of C-nor-D-homo-steroid. Stage-II: conversion of veratramine to cyclopamine was achieved through a sequence of chemo-selective redox manipulations.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
|
|
|
Journal of the American Chemical Society
4 publications, 14.81%
|
|
|
Journal of Organic Chemistry
2 publications, 7.41%
|
|
|
Nature Communications
2 publications, 7.41%
|
|
|
Organic Chemistry Frontiers
2 publications, 7.41%
|
|
|
Synfacts
1 publication, 3.7%
|
|
|
Chinese Journal of Chemistry
1 publication, 3.7%
|
|
|
Cell Reports Physical Science
1 publication, 3.7%
|
|
|
Advanced Functional Materials
1 publication, 3.7%
|
|
|
Metabolic Engineering
1 publication, 3.7%
|
|
|
Plant Physiology and Biochemistry
1 publication, 3.7%
|
|
|
Journal of Pharmaceutical Analysis
1 publication, 3.7%
|
|
|
Organic Letters
1 publication, 3.7%
|
|
|
Cellular oncology (Dordrecht)
1 publication, 3.7%
|
|
|
Pharmaceutics
1 publication, 3.7%
|
|
|
Chemical Society Reviews
1 publication, 3.7%
|
|
|
BMC Plant Biology
1 publication, 3.7%
|
|
|
Chemical Communications
1 publication, 3.7%
|
|
|
Biochimica et Biophysica Acta - Reviews on Cancer
1 publication, 3.7%
|
|
|
Translational Oncology
1 publication, 3.7%
|
|
|
Beilstein Journal of Organic Chemistry
1 publication, 3.7%
|
|
|
Chinese Chemical Letters
1 publication, 3.7%
|
|
|
1
2
3
4
|
Publishers
|
1
2
3
4
5
6
7
|
|
|
American Chemical Society (ACS)
7 publications, 25.93%
|
|
|
Elsevier
7 publications, 25.93%
|
|
|
Springer Nature
4 publications, 14.81%
|
|
|
Royal Society of Chemistry (RSC)
4 publications, 14.81%
|
|
|
Wiley
2 publications, 7.41%
|
|
|
Georg Thieme Verlag KG
1 publication, 3.7%
|
|
|
MDPI
1 publication, 3.7%
|
|
|
Beilstein-Institut
1 publication, 3.7%
|
|
|
1
2
3
4
5
6
7
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
27
Total citations:
27
Citations from 2024:
26
(96.3%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Shao H. et al. Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor // Journal of the American Chemical Society. 2023. Vol. 145. No. 46. pp. 25086-25092.
GOST all authors (up to 50)
Copy
Shao H., Liu W., Liu M., He H., Zhou Q., Zhu S., Gao S. Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor // Journal of the American Chemical Society. 2023. Vol. 145. No. 46. pp. 25086-25092.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jacs.3c10362
UR - https://pubs.acs.org/doi/10.1021/jacs.3c10362
TI - Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor
T2 - Journal of the American Chemical Society
AU - Shao, Hao
AU - Liu, Wenheng
AU - Liu, Muhan
AU - He, Haibing
AU - Zhou, Qilin
AU - Zhu, Shoufei
AU - Gao, Shuanhu
PY - 2023
DA - 2023/11/10
PB - American Chemical Society (ACS)
SP - 25086-25092
IS - 46
VL - 145
PMID - 37948601
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_Shao,
author = {Hao Shao and Wenheng Liu and Muhan Liu and Haibing He and Qilin Zhou and Shoufei Zhu and Shuanhu Gao},
title = {Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor},
journal = {Journal of the American Chemical Society},
year = {2023},
volume = {145},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://pubs.acs.org/doi/10.1021/jacs.3c10362},
number = {46},
pages = {25086--25092},
doi = {10.1021/jacs.3c10362}
}
Cite this
MLA
Copy
Shao, Hao, et al. “Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor.” Journal of the American Chemical Society, vol. 145, no. 46, Nov. 2023, pp. 25086-25092. https://pubs.acs.org/doi/10.1021/jacs.3c10362.
Profiles