2. Academic Validation
  3. An efficient synthetic method and theoretical calculations of olmesartan methyl ether: study of biological function of AT1 antagonism

An efficient synthetic method and theoretical calculations of olmesartan methyl ether: study of biological function of AT1 antagonism

  • Comb Chem High Throughput Screen. 2014;17(8):652-62. doi: 10.2174/138620731708140922171503.
Dimitrios Ntountaniotis,  George Agelis,  Amalia Resvani,  Maria Halabalaki,  George Liapakis,  Katerina Spyridaki,  Simona Golic Grdadolnik,  Franci Merzel,  Sarantos Kostidis,  Constantinos Potamitis,  Theodore Tselios,  John Matsoukas,  Leandros Alexios Skaltsounis,  Thomas Mavromoustakos 1
Affiliations

Affiliation

  • 1 (Dimitrios Ntountaniotis) Department of Chemistry, Laboratory of Organic Chemistry, University of Athens, Zografou 15771, Athens, Greece. djjesusc6@yahoo.gr.
PMID: 24875271 DOI: 10.2174/138620731708140922171503
Abstract

The dissolution of the antihypertensive AT1 antagonist olmesartan in methanol generates in situ a new highly bioactive methyl ether analogue via SN1 mechanism involving an intramolecular proton transfer from carboxyl to hydroxyl group. Theoretical calculations confirmed the thermodynamic control preference of methyl ether versus the antagonistic product methyl ester. Α facile synthetic method for olmesartan methyl ether from olmesartan or olmesartan medoxomil is also described. Interestingly, the introduction of the methyl group to olmesartan did not alter its pharmacological properties. This observation opens new avenues in the synthesis of novel drugs, since hydroxyl and carboxylate groups have an orthogonal relationship in many drugs.

Figures
Products
我们的 Cookie 政策

我们使用 Cookies 和类似技术以提高网站的性能和提升您的浏览体验，部分功能也使用 Cookies 帮助我们更好地理解您的需求，为您提供相关的服务。 如果您有任何关于我们如何处理您个人信息的疑问，请阅读我们的《隐私声明》。

嗨！很高兴为您提供帮助！

尊敬的 MCE 客户您好，
请您选择所在区域，我们将转接对应客服为您服务！

热门区域

A

B

C

F

G

H

J

L

N

Q

S

T

X

Y

Z

热 A B C F G H J L N Q S T X Y Z