A New Bis-Labdanic Diterpene from the Rhizomes of Alpinia pahangensis

Abstract

!The rhizomes of Alpinia pahangensis yielded a new bis-labdanic diterpene for which the name pahangensin C (1) was proposed along with twelve known analogues (2-13). The structure of 1 was elucidated via spectroscopic methods including 1D and 2D NMR techniques and LCMS-IT-TOF analysis. Compounds 2 and 12 were isolated for the first time from the genus Alpinia. This is the second occurrence of compounds 2 and 12 in the Zingiberaceae family. Selected analogues exhibited moderate to strong inhibitory activity against Staphylococcus aureus and Bacillus cereus.

Highly Oxygenated Dimeric Grayanane Diterpenoids as Analgesics: TRPV1 and TRPA1 Dual Antagonists from Rhododendron molle

“…[ 1 ] Dimeric diterpenoids are relatively rare in nature and were mainly reported from higher plants of Acanthaceae, [ 2 ] Annonaceae, [ 3 ] Asteraceae, [ 4 ] Calceolariaceae, [ 5 ] Chrysobalanaceae, [ 6 ] Cupressaceae, [ 7 ] Ebenaceae, [ 8 ] Ericaceae, [ 9 ] Euphorbiaceae, [ 10 ] Fabaceae, [ 11 ] Icacinaceae, [ 12 ] Lamiaceae, [ 13 ] Liliaceae, [ 14 ] Meliaceae, [ 15 ] Rhizophoraceae, [ 16 ] Sapindaceae, [ 17 ] Scapaniaceae, [ 18 ] Selaginellaceae, [ 19 ] Taxaceae, [ 20 ] Velloziaceae, [ 21 ] and Zingiberaceae. [ 22 ] Some of them exhibited significant anti‐inflammatory, [ 10 ] cytotoxic, [ 7 ] antiviral, [ 17 ] antimalarial, [ 15 ] and antibacterial activities. [ 12 ] Due to their structural complexity and intriguing bioactivity, total syntheses of dimeric diterpenoids have attracted increasing attentions in the past decade.…”

An overview of chemical constituents from Alpinia species in the last six decades

“…116,117 It also showed inhibitory effect on platelet aggregation induced by collagen, arachidonic acid (AA), adenosine diphosphate, and ristocetin. 96…”

Anti-inflammatory and α-Glucosidase Inhibitory Activities of Labdane and Norlabdane Diterpenoids from the Rhizomes of Amomum villosum

“…The remaining known compounds were identified as labda-8(17),13(14)-dien-15,16-olide ( 5 ), ( E )-labda-8­(17),12-dien-16,15-olide ( 6 ), coronarin-D methyl ether ( 7 ), coronarin-D ethyl ether ( 8 ),15-hydroxylabda-8­(17),13-dien-16,15-olide ( 9 ), ( E )-labda-8­(17),12-dien-15-ol-16-al ( 10 ), ( E )-14,15,16-trinorlabda-8­(17),11-dien-13-oic acid ( 11 ), and ( E )-14-hydroxy-15-norlabda-8­(17),12-dien-16-al ( 12 ) . Compounds 7 and 8 are acetals and most likely artifacts, especially the ethylacetal 8 .…”