Identification of pyrrolizidine alkaloids and flavonoid glycosides through HR-LCMS/MS analysis, biological screening, DFT and molecular docking studies on Heliotropium dasycarpum Ledeb.

被引：6

作者：

Mukhtar, Mahreen ^{[1
]}

Saleem, Muhammad ^{[1
]}

Nazir, Mamona ^{[2
]}

Riaz, Naheed ^{[1
]}

Shafiq, Nusrat ^{[3
]}

Saleem, Hammad ^{[4
]}

Tauseef, Saba ^{[5
]}

Khan, Saima ^{[1
]}

Mazhar, Muhammad Ehsan ^{[6
]}

Tareen, Rasool Bakhsh ^{[7
]}

Mahmood, Mian Habib ur Rahman ^{[8
]}

Tousif, Muhammad Imran ^{[8
,9
]}

Ojha, Suvash Chandra ^{[9
,10
]}

机构：

[1] Islamia Univ Bahawalpur, Inst Chem, Baghdad ul Jadeed Campus, Bahawalpur 63100, Pakistan

[2] Govt Sadiq Coll Women Univ, Dept Chem, Bahawalpur 63100, Pakistan

[3] Govt Coll Women Univ, Dept Chem, Faisalabad 38000, Pakistan

[4] Univ Vet & Anim Sci UVAS, Inst Pharmaceut Sci IPS, Lahore 54000, Pakistan

[5] Univ Karachi, Dr Panjwani Ctr Mol Med & Drug Res, Int Ctr Chem & Biol Sci, Karachi, Pakistan

[6] Bahauddin Zakariya Univ Multan, Dept Phys, Multan, Pakistan

[7] Baluchsitan Univ Quetta, Dept Bot, Quetta, Pakistan

[8] Univ Educ Lahore, Dept Chem, Div Sci & Technol, Lahore, Pakistan

[9] Southwest Med Univ, Affiliated Hosp, Dept Infect Dis, Luzhou 646000, Peoples R China

[10] Southwest Med Univ, Luzhou 646000, Sichuan, Peoples R China

来源：

ARABIAN JOURNAL OF CHEMISTRY | 2023年 / 16卷 / 05期

关键词：

Heliotropium dasycarpum; HR-LCMS; MS; DFT calculations; Biological screening; Molecular docking studies; ADME studies; CYTOTOXIC ACTIVITIES; PLANTS; ANTICANCER; NETWORKING;

D O I：

10.1016/j.arabjc.2023.104655

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The current study was carried out to reveal the chemical profile and biological screening of Heliotropium dasycarpum Ledeb, as well as the feasibility of its industrial application. Therefore, the methanolic extract (HdM) of H. dasycarpum was divided into n-hexane (HdH), ethyl acetate (HdE) and water (HdW) soluble fractions. All the fractions were inactive against acetyl -cholinesterase (AChE) enzyme, 3T3 and HeLa cell lines, but showed immunomodulatory effect up to 37 %. HdE fraction further displayed significant anti-urease activity with IC50 value of 74. 072 +/- 0.002, while HdM was found moderate inhibitor (63 %). Thus HdE was subjected to HR-LCMS/MS analysis in positive and negative ionization modes, and a qualitative analytical method with a data mining strategy was utilized. The secondary metabolites were identified by dereplication strategy using molecular networking as a bioinformatics tool, which disclosed the presence of 08 known alkaloids of heliotrine-type (1, 3, 5-10), and 05 (12-16) known flavonoids and flavonoid glycosides along with 03 new (2, 4 and 11) putative pyrrolizidine analogues. DFT simulations of identified compounds were performed using multiple quantum chemical and geomet-rical descriptors in order to determine their quantitative structure activity relationship. These sec-ondary metabolites were docked against the enzyme urease which substantiated the inhibitory action of pyrrolizidine alkaloids and flavonoid glycosides. Furthermore, ADME analysis provided the base for the use of these compounds for further studies as drug leads and to unveil industrial application of H. dasycarpum in formulating products against gastritis, peptic ulcer and gastric can-cer. (c) 2023 The Author(s). Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).

引用

页数：19