A Butenolide from the Marine Sponge Callyspongia vaginalis.

Layne, Tanya H.; Tinto, Winston F.

doi:10.1002/chin.200707188

Cited by 1 publication

(4 citation statements)

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“…In total, 212 metabolites were identified from Callyspongia, in which 103 are categorized in two classes, polyacetylenes (1-47), and terpenoids and steroids , in agreement with previous studies that present substances of this class as characteristic in the genus. In this sense, because of the greater number of isolations in different species, polyacetylenes could be classified as chemical markers for Callyspongia [9,27].…”

Section: Discussionmentioning

confidence: 99%

“…The polyacetylenes aikupikanynes A (1), B (2) and C (3), D (4), E (5) and F (6) and octahydrosiphonochalyne (7) were isolated from methanol (MeOH) extract of Callyspongia sp., a red sea sponge [27]. Other metabolites were also isolated: callimplexen A (8) from Callyspongia implexa (MeOH/Dichloromethane (CH 2 Cl 2 ) 1:1 extract) [28]; callyberynes A (9), B (10) and C (11) from Callyspongia sp. (MeOH/CH 2 Cl 2 3:1 extract) [21]; 9 and 11 from Callyspongia truncata (MeOH extract) [29]; and the diacetylene Callydiyne (12) from Callyspongia flammea (MeOH extract) [30].…”

Section: Polyacetylenesmentioning

confidence: 99%

“…Compounds 189 and 190, despite being structurally different, have common characteristics, such as the presence of dihydropyranone cycle derivatives and unsaturated bonds, as well as carbonyl, hydroxyl, and heteroatom units (Figure 7 and Table S7). In addition, butenolide 5-hydroxy-3-methyl-5-pentyl-2,5-dihydrofuran-2-one (192) was isolated from the acetone extract of Callyspongia vaginalis [9], and furans hydroxydihydrobovolide (193) as well as (−)-Loliolide (194) from the EtOH 95% extract of Callyspongia sp. [67].…”

Section: Polyketidesmentioning

confidence: 99%

“…The marine organisms of Callyspongia are distributed in tropical ecosystems, especially in the Central and Western Pacific [1,5,6]. They can also be seen in regions of the Indian Ocean, the West Atlantic Ocean, and the East Pacific Ocean, such as Indonesia [4], the Red Sea [7,8], Cuba [3], Barbados [9], Brazil [10,11], and Ecuador [12]. Because of this, the great variety of species allows the existence of new studies, but it also generates a large amount of data, which can cause confusion in research due to the accumulation of information.…”

Section: Introductionmentioning

confidence: 99%

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Metabolities from Marine Sponges of the Genus Callyspongia: Occurrence, Biological Activity, and NMR Data

et al. 2021

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The genus Callyspongia (Callyspongiidae) encompasses a group of demosponges including 261 described species, of which approximately 180 have been accepted after taxonomic reviews. The marine organisms of Callyspongia are distributed in tropical ecosystems, especially in the central and western Pacific, but also in the regions of the Indian, the West Atlantic, and the East Pacific Oceans. The reason for the interest in the genus Callyspongia is related to its potential production of bioactive compounds. In this review, we group the chemical information about the metabolites isolated from the genus Callyspongia, as well as studies of the biological activity of these compounds. Through NMR data, 212 metabolites were identified from genus Callyspongia (15 species and Callyspongia sp.), belonging to classes such as polyacetylenes, terpenoids, steroids, alkaloids, polyketides, simple phenols, phenylpropanoids, nucleosides, cyclic peptides, and cyclic depsipeptides. A total of 109 molecules have been reported with bioactive activity, mainly cytotoxic and antimicrobial (antibacterial and antifungal) action. Thus, we conclude that polyacetylenes, terpenoids and steroids correspond to the largest classes of compounds of the genus, and that future research involving the anticancer action of the species’ bioactive metabolites may become relevant.

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Section: Discussionmentioning

confidence: 99%