Chemistry:Macluraxanthone
Macluraxanthone is a naturally occurring organic compound with the formula C23H22O6.[1] Belonging to the xanthone family,[2] it is a trihydroxylated xanthone characterized by the presence of a pyran ring and a prenyl chain.[3]
Its structure features a catechol moiety,[2] a xanthene core, and a chromene ring.[4] Acetylation of macluraxanthone yields a triacetate derivative with the formula C29H28O9. X-ray crystallography of a synthesized derivative (Di-p-bromobenzenesulfonyl-macluraxanthone) reveals a planar xanthene ring system and a screw boat conformation in the chromene ring.[4] Macluraxanthone has demonstrated antimalarial and larvicidal activity,[2] including effects against Plasmodium falciparum and vector mosquito larvae.[5] Additional studies have reported antibacterial activity against Enterococcus faecalis.[4]
References
- ↑ Sangsuwon, Chanyapat; Jiratchariyakul, Weena (2015). "Antiproliferative Effect of Lung Cancer Cell Lines and Antioxidant of Macluraxanthone from Garcinia Speciosa Wall". Procedia - Social and Behavioral Sciences 197: 1422–1427. doi:10.1016/j.sbspro.2015.07.089.
- ↑ 2.0 2.1 2.2 Teixeira, Jorge Ginja; Veiga, Alfredina; Dias, Cristina Barrocas; Teixeira, Dora Martins (2017). "Electroanalytical Study of Macluraxanthone: A Natural Product with a Strong Antioxidant and Antimalarial Activity". Electroanalysis 29 (9): 2062–2070. doi:10.1002/elan.201700181. ISSN 1040-0397.
- ↑ Ng, Ida May Jen; Mah, Siau Hui; Chua, Caroline Lin Lin (8 June 2020). "Immuno-modulatory effects of macluraxanthone on macrophage phenotype and function". Natural Product Research (Informa UK Limited) 35 (23): 5409–5414. doi:10.1080/14786419.2020.1775223. ISSN 1478-6419. PMID 32508145.
- ↑ 4.0 4.1 4.2 Boonnak, Nawong; Chantrapromma, Suchada; Fun, Hoong-Kun; Karalai, Chatchanok (2008). "Synthesis and Crystal Structure of Di-p-bromobenezenesulfonyl-macluraxanthone". Analytical Sciences: X-ray Structure Analysis Online 24: X71–X72. doi:10.2116/analscix.24.x71. ISSN 1348-2238. https://www.jstage.jst.go.jp/article/analscix/24/0/24_0_x71/_pdf. Retrieved 29 May 2025.
- ↑ Teh, Soek; Ee, Gwendoline; Mah, Siau; Lim, Yang; Ahmad, Zuraini (2013-02-04). "Cytotoxicity and Structure-Activity Relationships of Xanthone Derivatives from Mesua beccariana, Mesua ferrea and Mesua congestiflora towards Nine Human Cancer Cell Lines" (in en). Molecules 18 (2): 1985–1994. doi:10.3390/molecules18021985. ISSN 1420-3049. PMID 23381024.
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