Three New Oleanane-Type Triterpenoidal Glycosides from Impatiens balsamina and Their Biological Activity

Abstract

Three new oleanane-type triterpenoidal glycosides, imbalosides A–C (1–3), were isolated from the white flowers of Impatiens balsamina. The structures of these phytochemical constituents (1–3) were elucidated through 1D and 2D Nuclear Magnetic Resonance (NMR) and Mass Spectrometry (MS) data analyses followed by chemical methods. All the characterized compounds (1–3) were evaluated for their antiproliferative activity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and BT549) and their anti-neuroinflammatory activity on the basis of inhibition levels of nitric oxide (NO) in the lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cell lines.

Chemical constituents of Chaenomeles sinensis twigs and their biological activity

“…The hydrolysis product of 1 (1a) was esterified with the Mosher reagents and the analysis of the Δδ S-R values of all protons in 1a indicated a 2S and 9R configuration ( Figure 2D). Finally, the absolute configuration of the glucopyranose was assigned as ᴅ by comparing the retention time of its chiral derivative with those of authentic samples [16,26]. Therefore, the structure of compound 1 was elucidated as (2S,6S,7E,9R)-2,9-dihydroxy-4,7-megastigmadiene-3-one-2-Oβ-ᴅ-glucopyranoside.…”

“…As a part of the continuing studies to identify bioactive constituents from the Korean medicinal plants [13,[16][17][18][19][20], previous phytochemical investigations on the MeOH extract of the twigs of C. sinensis have led to the isolation and characteri- zation of triterpenoids [13], biphenyls [14], lignans [15], and oxylipins [21] with cytotoxic, anti-inflammatory, or potential neuroprotective activities. In order to search for minor constituents of other structure classes in C. sinensis twigs, the MeOH extract and the four solvent-partitioned fractions were further investigated to afford a new megastigmane-type norsesquiterpenoid glycoside 1 along with 11 known compounds (2-12, Figure 1).…”

Chemical Composition and Biological Activity of Secondary Metabolites From Impatiens Balsamina

“…Из спиртового извлечения цветков I. balsamina выделены четыре новых тритерпеновых сапонина (22S-25S), производных камеллиагенина А [25]. Из этилацетатной фракции метанольного извлечения белых цветков I. balsamina выделены три новых тритерпеновых гликозида производных олеанана, имбалозиды А-С (32S-34S) [26].…”

“…Соединения (32S, 33S, 34S) проявляли высокую активность со значениями IC50 41,0, 33,8, 34,8 мкМ соответственно. В качестве референтного вещества использовали L-NMMA со значением IC50 21,3 мкм [26].…”