A new xanthone from the fungus<i>Apiospora montagnei</i>

Arthan, Supakorn; Tantapakul, Cholpisut; Kanokmedhakul, Kwanjai; Soytong, Kasem; Kanokmedhakul, Somdej

doi:10.1080/14786419.2017.1290622

Cited by 9 publications

(3 citation statements)

References 16 publications

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“…by Yang et al showed cytotoxicity against HepG2 and HEp-2 cells (IC 50 = 30 and 26.7 µM, respectively) [59]. At the same time, closely related conioxanthone A from Penicillium citrinum did not demonstrate toxicity to KB, MCF-7, and NCI-H137 cell lines [56]. In Table 6, we summarized yields and properties of 1-13.…”

Section: Discussionmentioning

confidence: 91%

“…Interestingly, compound 1 differs from other described xanthones by location of methyl group at C-3 instead of C-6. An example of such xanthone derivatives is 8-hydroxy-3-methylxanthone-1-carboxylate from Apiospora montagnei [56]. Therefore, 1 was suggested to be derived from chrysophanol [42].…”

Section: Discussionmentioning

confidence: 99%

“…[58] Moreover, it showed cytotoxicity against five human tumor cell lines-NB4, A549, SHSY5Y, PC3, MCF7-with IC 50 value of 6.1, 5.2, 8.7, >10, and >10 µM, respectively [59], but was inactive against KB, NCI-H137, and noncancerous Vero cell lines [60]. Methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate (7) was non-toxic for KB, MCF-7, and NCI-H137 cell lines [56]. Moniliphenone (9) displayed cytotoxicity against human tumor cell lines MCF-7, H460, and SF268 with IC 50 values of > 25 µM [61].…”

Section: Discussionmentioning

confidence: 99%

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Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi

et al. 2020

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The fungus, Alternaria sonchi is considered to be a potential agent for the biocontrol of perennial sowthistle (Sonchus arvensis). A new chlorinated xanthone, methyl 8-hydroxy-3-methyl-4-chloro-9-oxo-9H-xanthene-1-carboxylate (1) and a new benzophenone derivative, 5-chloromoniliphenone (2), were isolated together with eleven structurally related compounds (3–13) from the solid culture of the fungus, which is used for the production of bioherbicidal inoculum of A. sonchi. Their structures were determined by spectroscopic (mostly by NMR and MS) methods. Alternethanoxins A and B, which were reported in A. sonchi earlier, were re-identified as moniliphenone and pinselin, respectively. The isolated compounds were tested for phytotoxic, antimicrobial, insecticidal, cytotoxic and esterase-inhibition activities. They did not demonstrate high phytotoxicity (lesions up to 2.5 mm in diameter/length at a concentration of 2 mg/mL) when tested on leaf disks/segments of perennial sowthistle (Sonchus arvensis) and couch grass (Elytrigia repens). They did not possess acute toxicity to Paramecium caudatum, and showed moderate to low cytotoxicity (IC50 > 25 µg/mL) for U937 and K562 tumor cell lines. However, chloromonilicin and methyl 3,8-dihydroxy-6-methyl-4-chloro-9-oxo-9H-xanthene-1-carboxylate (4) were shown to have antimicrobial properties with MIC 0.5–5 µg/disc. Compound 4 and chloromonilinic acid B were found to have contact insecticidal activity to wheat aphid (Schizaphis graminum) at 1 mg/mL. Compounds 2 and methyl 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate displayed selective carboxylesterase inhibition activity at concentration of 100 µg/mL. Therefore, the waste solid substrate for production of A. sonchi spores can be re-utilized for the isolation of a number of valuable natural products.

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Section: Discussionmentioning

confidence: 91%

Section: Discussionmentioning

confidence: 99%