Triterpene Esters and Biological Activities from Edible Fruits ofManilkara subsericea(Mart.) Dubard, Sapotaceae

Abstract

Manilkara subsericea (Mart.) Dubard (Sapotaceae) is popularly known in Brazil as “guracica.” Studies with Manilkara spp indicated the presence of triterpenes, saponins, and flavonoids. Several activities have been attributed to Manilkara spp such as antimicrobial, antiparasitic and antitumoral, which indicates the great biological potential of this genus. In all, 87.19% of the hexanic extract from fruits relative composition were evaluated, in which 72.81% were beta- and alpha-amyrin esters, suggesting that they may be chemical markers for M. subsericea. Hexadecanoic acid, hexadecanoic acid ethyl ester, (E)-9-octadecenoic acid ethyl ester, and octadecanoic acid ethyl ester were also identified. Ethanolic crude extracts from leaves, stems, and hexanic extract from fruits exhibited antimicrobial activity against Staphylococcus aureus ATCC25923. These extracts had high IC50 values against Vero cells, demonstrating weak cytotoxicity. This is the first time, to our knowledge, that beta- and alpha-amyrin caproates and caprylates are described for Manilkara subsericea.

Proteomic Analysis of Bacterial Expression Profiles Following Exposure to Organic Solvent Flower Extract of <i>Melastoma candidu</i>m D Don (Melastomataceae)

“…Literature search revealed that Compound 3 (phenol, dimethyl) [15] and Compound 6 (hexadecanoic acid, methyl ester) [15][16][17] have previously been reported with antibacterial activities. Meanwhile, a closely related derivative (hexadecanoic acid, ethyl ester), fractionated using ethanol from Brazilian M. subsericea, was reported with antibacterial activities in a separate study [18]. The bromo derivative of Compound 1 (butanoic acid, butyl ester) has also been tested with antibacterial activities [19].…”

Secondary metabolites from leaves of Manilkara subsericea (Mart.) Dubard

“…[ 23 ] This triterpene is structurally related to ursolic acid and was already found in the family Sapotaceae . [ 24 ] Considering the predominance of pentacyclic triterpenes in M. subsericea [ 25 26 ] and wide distribution of these substances through genus Manilkara ,[ 19 27 28 29 30 ] identification of pomolic acid contributes to the concept of chemotaxonomic significance of pentacyclictriterpenes in the genus Manilkara .…”

Inhibition of SARS-CoV-2 main protease by phenolic compounds from Manilkara hexandra (Roxb.) Dubard assisted by metabolite profiling and in silico virtual screening

“…Dubard. 19,21 Whereas, the mass ion peaks at m/z 641.1713, corresponding to the suggested molecular formula C 28 19,21 Additionally, a compound at m/z 317.0653, corresponding to the suggested molecular formula C 16 H 12 O 7 was dereplicated as 3 0 -methoxy-4 0 ,5,7 trihydroxy avonol, which was formerly reported from the species Cuscuta reexa and was rst reported in the Manilkara genus. 22 Likewise, a avonoid-7-Oglycosides compound with the molecular formula C 28 H 32 O 14 was characterized as acacetin-7-O-rutinoside from the mass ion peak at m/z 593.1873 and was previously obtained from Origanum syriacum.…”