Substituted furan sulfonamides as carbonic anhydrase inhibitors: Synthesis, biological and in silico studies

Substituted furan sulfonamides as carbonic anhydrase inhibitors: Synthesis, biological and in silico studies Научная публикация

Журнал

Bioorganic Chemistry
ISSN: 1090-2120 , E-ISSN: 0045-2068

Вых. Данные

Год: 2023, Том: 138, Номер статьи : 106621, Страниц : DOI: 10.1016/j.bioorg.2023.106621

Авторы

Angeli Andrea ^1,2 , Kartsev Victor ³ , Petrou Anthi ⁴ , Lichitsky Boris ⁵ , Komogortsev Andrey ⁵ , Geronikaki Athina ⁴ , Supuran Claudiu T. ²

Организации

1	Centre of Advanced Research in Bionanoconjugates and Biopolymers, Petru Poni Institute of Macromolecular Chemistry, Aleea Grigore Ghica-Voda, no. 41A, 700487 Iasi, Romania
2	NeuroFarba Department, Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Via Ugo Schiff 6, 50019 Sesto Fiorentino, Italy
3	InterBioScreen, 142432 Chernogolovka, Russia
4	Department of Pharmacy, School of Health, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece
5	Zelinsky Institute of Organic Chemistry, Leninsky Prospect, 119991 Moscow, Russia

Carbonic Anhydrases (CAs) are a large family of zinc metalloenzymes that catalyze the reversible hydration of carbon dioxide involved in several of biological processes, such as respiration, calcification, acid-base balance, bone resorption, and the formation of aqueous humor, cerebrospinal fluid, saliva, and gastric acid. They show wide diversity in tissue distribution and in their subcellular localization. Fifteen novel furyl sulfonamides were designed, synthesized and evaluated against four human isoforms: hCA I, hCA II, hCA IV and hCA IX. Compounds appeared to be very active mostly against hCAI (8) and hCA IV (11) isoforms being more potent than reference drug acetazolamide (AAZ). It should be mentioned that four compounds were more active than AAZ against hCA IX isoform, with compound 13d to be selective against hCA I (SI 70), hCA II (SI 13.5) and hCA IV (SI 20). Furthermore, docking was performed for some of these compounds on all isoforms I order to understand the possible interactions with the active site. The most active compounds showed good bioavailability and drug likeness scores.

Angeli A. , Kartsev V. , Petrou A. , Lichitsky B. , Komogortsev A. , Geronikaki A. , Supuran C.T.
Substituted furan sulfonamides as carbonic anhydrase inhibitors: Synthesis, biological and in silico studies
Bioorganic Chemistry. 2023. V.138. 106621 . DOI: 10.1016/j.bioorg.2023.106621 WOS Scopus OpenAlex

Web of science:	WOS:001014558700001
Scopus:	2-s2.0-85160264887
OpenAlex:	W4377990755

БД	Цитирований
OpenAlex	9
Scopus	10
Web of science	9