Cyclic Sesquiterpene−Flavanone [4+2] Hybrids, Syzygioblanes A−C, Found in an Indonesian Traditional Medicine, “Jampu Salo” (Syzygium oblanceolatum)

Najib, Ahmad (2024) Cyclic Sesquiterpene−Flavanone [4+2] Hybrids, Syzygioblanes A−C, Found in an Indonesian Traditional Medicine, “Jampu Salo” (Syzygium oblanceolatum). Organic Letters, 26 (18). pp. 4302-4307. ISSN 1523-7052

	Text Cyclic Sesquiterpene−Flavanone [4+2] Hybrids, Syzygioblanes A−C,.pdf Download (2MB)
	Text Similarity_check_Cyclic Sesquiterpene−Flavanone [4+2] Hybrids.pdf Download (2MB)

Official URL: https://pubs.acs.org/doi/10.1021/acs.orglett.4c012...

Abstract

A plant used in an Indonesian traditional herbal medicine as a diabetes treatment and known locally as “Jampu Salo” was collected on Sulawesi Island, Indonesia. It was identified as Syzygium oblanceolatum (C. B. Rob.) Merr. (Myrtaceae) and found for the first time in Sulawesi; it was previously reported only in the eastern Philippines and Borneo. A phytochemical study of S. oblanceolatum led to the isolation of three unprecedented meroterpenoids, syzygioblanes A−C (1−3, respectively). These compounds might be biosynthesized through [4+2] cycloaddition of various germacrane-based cyclic sesquiterpenoids with the flavone desmethoxymatteucinol to form a spiro skeleton. The unique and complex structures were elucidated by microcrystal electron diffraction analysis in addition to general analytical techniques such as high-resolution mass spectrometry, various nuclear magnetic resonance methods, and infrared spectroscopy. Synchrotron X-ray diffraction and calculations of electronic circular dichroism spectra helped to determine the absolute configurations. The newly isolated compounds exhibited collateral sensitivity to more strongly inhibit the growth of a multidrug resistant tumor cell line compared to a chemosensitive tumor cell line.

Item Type:	Article
Subjects:	R Medicine > RS Pharmacy and materia medica
Divisions:	FAKULTAS FARMASI
Depositing User:	operator 10
Date Deposited:	02 Jul 2024 03:19
Last Modified:	04 Jul 2024 07:25
URI:	http://repository.umi.ac.id/id/eprint/6547

Actions (login required)

View Item