Three New Chalcones from the Aerial Parts of Angelica keiskei

Abstract

Three new chalcones, 3′‐carboxymethyl‐4,2′‐dihydroxy‐4′‐methoxychalcone (1), (±)‐4,2′,4′‐trihydroxy‐3′‐[(3‐hydroxy‐2,2‐dimethyl‐6‐methylenecyclohexyl)methyl]chalcone (2), and 2′′‐hydroxyangelichalcone (3), were isolated from the aerial parts of Angelica keiskei (Umbelliferae) together with five known compounds, artocarmitin A (4), (+)‐cis‐(3′R,4′R)‐methylkhellactone (5), (−)‐trans‐(3′R,4′S)‐methylkhellactone (6), 3,4‐dihydroxanthotoxin (7), and (Z)‐p‐coumaryl alcohol (8). The known compounds 4 – 8 were identified from A. keiskei for the first time. The structures of 1 – 3 were elucidated by interpreting spectroscopic data including 1D‐ and 2D‐NMR.

Pharmacophore Modeling and Binding Affinity of Secondary Metabolites from Angelica keiskei to HMG Co-A Reductase

“…Koidzumi, commonly known as ashitaba or Japanese celery, originates from Japan but can be cultivated in Indonesia, specifically in the Mojokerto and Lombok regions. Compounds isolated from ashitaba include various types of chalcones [14][15][16][17][18][19][20][21][22][23][24][25], flavonoids [16,24], and coumarins [23,24]. Previous studies have also reported the presence of sesquiterpenes [26], diterpenes [27], triterpenes [27,28], and various other compounds [23,24,27,28].…”

“…Compounds isolated from ashitaba include various types of chalcones [14][15][16][17][18][19][20][21][22][23][24][25], flavonoids [16,24], and coumarins [23,24]. Previous studies have also reported the presence of sesquiterpenes [26], diterpenes [27], triterpenes [27,28], and various other compounds [23,24,27,28]. According to an in vivo study by Zhang et al, 2015, administration of the ashitaba extract (0.01% and 0.1%, w/w) for 16 weeks, containing 4-hydroxyderricin and xanthoangelol, effectively suppressed weight gain, as well as reduced plasma cholesterol, glucose, and insulin levels.…”