Anti-ulcer xanthones from the roots of Hypericum oblongifolium Wall

Mumtaz Ali; Abdul Latif; Khair Zaman; Mohammad Arfan; Derek Maitland; Habib Ahmad; Manzoor Ahmad

doi:10.1016/j.fitote.2014.03.014

Anti-ulcer xanthones from the roots of Hypericum oblongifolium Wall

Fitoterapia. 2014 Jun:95:258-65. doi: 10.1016/j.fitote.2014.03.014. Epub 2014 Mar 29.

Authors

Mumtaz Ali¹, Abdul Latif², Khair Zaman³, Mohammad Arfan⁴, Derek Maitland⁵, Habib Ahmad⁶, Manzoor Ahmad⁷

Affiliations

¹ Department of Chemistry, University of Malakand, Chakdara, Dir (L), Pakistan. Electronic address: mumtazphd@gmail.com.
² Department of Chemistry, University of Malakand, Chakdara, Dir (L), Pakistan. Electronic address: dralatif@uom.edu.pk.
³ Department of Chemistry, Abdul Wali Khan University, Mardan, Pakistan.
⁴ Institute of Chemical Sciences, University of Peshawar, Peshawar 25120, Pakistan.
⁵ Chemical and Forensic Sciences, University of Bradford, BD7 1DP, UK.
⁶ Department of Genetics, Hazara University, Mansehra, Pakistan.
⁷ Department of Chemistry, University of Malakand, Chakdara, Dir (L), Pakistan.

PMID: 24685505
DOI: 10.1016/j.fitote.2014.03.014

Abstract

Three new xanthones, hypericorin C (1), hypericorin D (2) and 3,4-dihydroxy-5-methoxyxanthone (3), along with eight known compounds; 2,3-dimethoxyxanthone (4), 3,4-dihydroxy-2-methoxyxanthone (5), 3,5-dihydroxy-1-methoxyxanthone (6), 3-acetylbetulinic acid (7), 10H-1,3-dioxolo[4,5-b]xanthen-10-one (8), 3-hydroxy-2-methoxyxanthone (9), 3,4,5-trihydroxyxanthone (10) and betulinic acid (11) were isolated from the roots of Hypericum oblongifolium. The structures of the new compounds 1, 2 and 3 were deduced by spectroscopic techniques [ESI MS, (1)H NMR, (13)C NMR, and 2D NMR (HMQC, HMBC, COSY and NOESY)]. The entire series of compounds were evaluated for anti-ulcer activity.

Keywords: 2D-NMR; Anti-ulcer; Hypericorin C; Hypericorin D; Hypericum oblongifolium Wall; Xanthones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Ulcer Agents / chemistry
Anti-Ulcer Agents / isolation & purification
Anti-Ulcer Agents / pharmacology*
Hypericum / chemistry*
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Molecular Structure
Plant Extracts / chemistry
Plant Extracts / isolation & purification
Plant Extracts / pharmacology*
Plant Roots / chemistry
Plants, Medicinal
Ulcer / drug therapy*
Urease / antagonists & inhibitors
Xanthones / chemistry
Xanthones / isolation & purification
Xanthones / pharmacology*

Substances

3,4-dihydroxy-5-methoxyxanthone
Anti-Ulcer Agents
Plant Extracts
Xanthones
hypericorin C
hypericorin D
Urease