Dihydroxystyrene Metabolites from an Association of the Sponges Poecillastra wondoensis and Jaspis sp.

Abstract

Five new dihydroxystyrene metabolites and six known compounds of the same structural class were isolated from an association of the sponges Poecillatra wondoensis and Jaspis sp., collected from Keomun Island, Korea. The structures of novel compounds were determined to be the sodium or N, N-dimethyl guanidinium salts of a dihydroxystyrene dimer (5) and two trimers (6, 7). Two dimers (10, 11) containing imidazole moieties were also identified on the basis of the results of combined spectroscopic analyses. Several compounds exhibited weak to moderate inhibitory effects against isocitrate lyase and sortase A enzymes derived from microorganisms.

Marine natural products

“…[539][540][541][542] Aurantoside G 543 has been synthesised, 544 while a synthesis of haliclonin A, 545 consistent with the written description of the conguration of the molecule but opposite to that drawn (incorrectly) in the original publication, has been reported. 546 Renieramycin T 547 has been made, 548,549 while the absolute congurations of isowondonins A 1008 and B 1009, 550 isolated from Poecillastra wondoensis, were established following their syntheses. 551 Other rst total syntheses of hyrtinadine B, 552,553 dictyodendrin H and I, 554,555 crambescin A and C, 556,557 clavatadine C, 558,559 cyclosmenospongine, 560,561 strongylophorine 1, 2, 3, 562 8, 563 and 9, 564,565 arenaran A and B, 566,567 polyrhaphin D, 568,569 hamigeran D, 570 579 as has the side-chain conguration of clathsterol 1012.…”

Two New Jaspamide Derivatives from the Marine Sponge Jaspis splendens

“…A wide variety of constituents has been isolated from this genus including several jaspamide derivatives from Jaspis splendens [18–21], isomalabaricane triterpenes from Jaspis stellifera [22–24] and other species [25–29], cytotoxic macrolides from the Okinawan sponge Jaspis sp. [30], bengazoles [31,32] that stand out as unique bis-oxazoles containing a carbohydrate-like polyol side chain, antiparasitic, antimicrobial, and cytotoxic amino acid derivatives known as bengamides [33–35], cytotoxic bromotyrosine derivatives [36,37], and a series of dihydroxystyrene sulphate derivatives [38–42]. …”

Potential Inhibitors for Isocitrate Lyase ofMycobacterium tuberculosisand Non-M. tuberculosis: A Summary

“…Compounds discovered through M. grisea are halisulfate 1 ( Hippospongia spp.) [ 46 , 47 ] and bromophenol ( Odonthalia corymbifera ) [ 27 ] with IC 50 of 12.6 μ M and 2.0–2.8 μ M, respectively, whereas, compounds discovered through C. albicans ICL are meroditerpenoids [ 48 ] ( Sargassum siliquastrum ), dihydroxystyrene metabolites [ 49 ] (association of Poecillastra wondoensis and Jaspis sp. ), sesterterpenoids [ 50 ] ( Sarcotragus sp.…”