Two new monoterpene esters from the pericarps of Alpinia zerumbet

Abstract

Two new monoterpene esters (1 and 2) and four known compounds (3-6) were isolated from the pericarps of Alpinia zerumbet. Their structures were elucidated by extensive spectroscopic analyses and their anti-inflammatory activity was evaluated by monitoring their inhibitory effects on the interleukin-1β-induced production of nitric oxide in primary cultured rat hepatocytes. The new compound 1 and cardamonin 3 showed inhibitory activities with IC50 values of 17.6 ± 1.1 and 10.2 ± 1.3 µM, respectively, which are comparable to that of the positive control N G -methyl-L-arginine acetate salt.

Phytochemicals of Alpinia zerumbet: A Review

“…In total, 28 previous studies [ 15 , 19 , 20 , 28 , 56 , 59 , 69 , 78 , 84 , 93 , 98 , 104 , 105 , 106 , 107 , 108 , 109 , 110 , 111 , 112 , 113 , 114 , 115 , 116 , 117 , 118 , 119 , 120 ] show that more than 100 compounds have been isolated from the leaves [ 15 , 56 , 69 , 110 , 111 , 113 ], rhizomes [ 19 , 28 , 56 , 78 , 84 , 104 , 105 , 106 , 109 , 114 , 115 , 116 , 118 , 119 , 120 ], fruits [ 93 ], pericarps [ 59 , 107 ...…”

“…Xuan and Teschke [ 122 ] suggested that 7,8-dihydro-5,6-dehydrokawain ( 2 ) was first isolated 40 years ago by Pooter et al However, Kimura et al [ 104 ] isolated 5,6-dehydrokawain ( 1 ) and 7,8-dihydro-5,6-dehydrokawain ( 2 ) from the rhizomes of A. zerumbet in 1966. Thereafter, 5,6-dehydrokawain ( 1 ) was isolated from the leaves [ 15 , 56 , 69 ], rhizomes [ 19 , 105 , 106 , 109 ], fruits [ 93 ], pericarps [ 59 , 107 , 108 ], and flowers [ 98 ] of the plant, and 7,8-dihydro-5,6-dehydrokawain ( 2 ) was isolated from its leaves [ 15 , 56 , 69 , 110 ], rhizomes [ 19 , 105 , 106 ], fruits [ 93 ], and pericarps [ 59 , 107 , 108 ].…”

“…Chalcones have been isolated from the rhizomes [ 105 , 109 ], pericarps [ 108 ], and seeds [ 112 ] of A. zerumbet . Pinocembrin chalcone ( 9 ) [ 109 ], cardamonin ( 10 ) [ 105 , 109 ], flavokawin B ( 11 ) [ 105 ], and dihydroflavokawin B ( 13 ) (a new compound) [ 105 ] have been isolated from the rhizomes.…”

“…Also in 2023, we elucidated the structures of two new monoterpene esters 68 and 69 from the pericarps of A. zerumbet [ 108 ].…”

“…In total, 28 previous studies [15,19,20,28,56,59,69,78,84,93,98,[104][105][106][107][108][109][110][111][112][113][114][115][116][117][118][119][120] show that more than 100 compounds have been isolated from the leaves [15,56,69,110,111,113], rhizomes [19,28,56,78,84,[104][105][106]109,[114][115][116][118][119][120], fruits [93], pericarps [59,…”