ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Phytochemical content and enzyme inhibitory effect of Heptaptera triquetra (Vent.) Tutin fruit against acetylcholinesterase and carbonic anhydrase I and II isoenzymes

Ayşe Çiçek Kaya, Hilal Özbek, Hafize Yuca, Gülderen Yılmaz, Zeynebe Bingöl, Cavit Kazaz, İlhami Gülçin, and Zühal Güvenalp

Department of Pharmacognosy, Faculty of Pharmacy, Ataturk University, Erzurum, Turkey

E-mail: hafize.yuca@atauni.edu.tr

Received: 17 February 2023  Accepted: 30 May 2023

Abstract:

Abstract

Heptaptera triquetra (Vent.) Tutin (Apiaceae) is a potent plant with multiple effects. A recent study aimed to evaluate the bioactive profile of dichloromethane extract prepared from the H. triquetra fruit. For this purpose, isolation studies were performed, and the inhibitory activities of this extract against acetylcholinesterase (AChE) and human carbonic anhydrase isoenzyme (hCA) I and II were examined. According to the isolation studies, four sesquiterpene coumarins [umbelliprenin (1), colladin (3), colladonin (4), and samarcandin (5)] and one sterol [β-sitosterol (2)] were isolated. All the isolated compounds demonstrated effective enzyme inhibitory activities against AChE, hCA I, and hCA II when compared with the standards. Colladin (3) demonstrated the best activity with the IC₅₀ values of 8.25 nM against AChE, 28.90 nM against hCA I, and 43.31 nM against hCA II. Samarcandin was first isolated from this plant. Standardized fruit extracts prepared from H. triquetra via its compounds could be potential phytotherapeutics for AD and glaucoma.

Graphical abstract

Keywords: Heptaptera triquetra; Apiaceae; Acetylcholinesterase; Carbonic anhydrase; Enzyme inhibition; Isolation; Sesquiterpene coumarins

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02900-6

Chemical Papers 77 (10) 5829–5837 (2023)