Novel Zierane‐ and Guaiane‐Type Sesquiterpenes from the Root of Melicope denhamii

Abstract

Two novel zierane-type sesquiterpenes, named melicodenones A and B (1 and 2, resp.), and three new guaiane-type sesquiterpenes, named melicodenones C-E (3-5), were isolated from the root of Melicope denhamii (Seem.) T. G. Hartley together with zierone (6). Their structures were established by extensive NMR-spectroscopic analyses. Compounds 1-6 were tested for cytotoxicity using human colon cancer DLD-1 cells, and melicodenone A (1) was found to exhibit moderate activity.

Metabolites from the Paracel Islands Soft Coral Sinularia cf. molesta

“…The NOESY correlations of H-10/H 3 -13 suggested the cofacial arrangement of H 3 -15 and 7-OH. In addition, the cis -disposition of H-1 and H-10 was deduced from chemical shift of H-10 ( δ H 2.08) and H 3 -15 ( δ H 0.65) in 1 H NMR spectrum recorded in CDCl 3 [5,25]. The overall pattern of experimental ECD spectrum of compound 3 matched well with the calculated ECD curve for (1 S , 7 R , 10 S ) isomer (Figure 4), demonstrating the (1 S , 7 R , 10 S ) absolute configuration for compound 3 .…”

Natural sesquiterpenoids

“…181 Melicodenones C-E 557-559 are another three compounds of this type, which have been discovered in an extract of the roots of Melicope denhamii. 396 A chemical study of cell cultures of Stellera chamaejasme 397 afforded the guaiane sesquiterpene 560-562. The structures of rupestines F-M have been determined as 563-570.…”

“…462 Melicodenone A 693 and melicodenone B 694 are two new zierane derivatives, which have been isolated from the roots of Melicope denhamii. 396…”

Melicope moluccana Antimalarial Activity of Furoquinoline Alkaloids from the Leaves of Melicope moluccana

“…The utilization of this plant is undoubtedly associated with secondary metabolites. Based on literature studies, secondary metabolites found in Melicope plants include alkaloids, coumarins, flavonoids, benzopirans, and terpenoids [2][3][4][5][6][7]. Recently, the Plasmodium parasites, showing resistance to malaria drugs such as chloroquine and artemisinin [8].…”