Logo image
Back
Studies on the Nonalkaloidal Secondary Metabolites of Hippeastrum vittatum (L'Her.) Herb. Bulbs
Journal article   Open access   Peer reviewed

Studies on the Nonalkaloidal Secondary Metabolites of Hippeastrum vittatum (L'Her.) Herb. Bulbs

Marwa Fathy Khalifa, John Refaat Fahim, Ahmed E Allam, Mai E Shoman, Amr M El Zawily, Mohamed Salah Kamel, Kuniyoshi Shimizu and Eman Zekry Attia
ACS omega, Vol.8(30), pp.26749-26761
08/01/2023
DOI: 10.1021/acsomega.2c07886
PMCID: PMC10398848
PMID: 37546665
Appears in  UI Libraries Support Open Access
url
https://doi.org/10.1021/acsomega.2c07886View
Published (Version of record) Open Access

Abstract

Sixteen chemically varied metabolites were isolated from the bulbs of Hippeastrum vittatum (L’Her.) Herb., including eight flavonoids [3′-methyl isoliquiritigenin (2), 7-hydroxyflavan (8), 7-hydroxyflavanone (9), 7-hydroxyflavan-3-ol (10), 7-methoxy-3′,4′-methylenedioxyflavan-3-ol (11), 7-hydroxy-3′,4′-methylenedioxy flavan (12), 2′,4′-dihydroxy-3′-methyl-3,4-methylenedioxychalcone (13), and isoliquiritigenin (14)], four acetophenones [2,6-dimethoxy-4-hydroxyacetophenone (3), 2,4-dihydroxyacetophenone (4), 2,4-dihydroxy-6-methoxy-3-methylacetophenone (6), and 2,4,6-trimethoxyacetophenone (7)], two alkaloids [lycorine (1) and narciprimine (15)], one phenol derivative [p-nitrophenol (5)], and one steroid [β-sitosterol 3-O-β-glucopyranoside (16)]. Their structures were elucidated by combining one- and two-dimensional NMR and ESI-MS techniques and by comparison with the reported literature data and some authentic samples. Except for lycorine (1), the isolated metabolites were obtained herein for the first time from Hippeastrum plants, among which compound 13 was identified as a new chalcone derivative. Additionally, the total phenolic and flavonoid contents of the total ethanol extract and different fractions of the bulbs were determined by the Folin–Ciocalteu and aluminum chloride colorimetric methods, respectively, whereas their antioxidant potential was compared using the phosphomolybdenum and 2,2′-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assays. Finally, the binding affinities of compounds 1–16 to some key target proteins of the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), namely, main protease (Mpro), papain-like protease (PLpro), and RNA-dependent RNA polymerase (RdRp), were screened and compared using molecular docking analysis. The possible chemotaxonomic significance of the identified metabolites was also discussed.
 UIOWA OA Agreement

Details

Metrics

5 Record Views
5 Times Cited - Web of Science
Logo image