2007
DOI: 10.1107/s160053680703838x
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Garcinia lactone

Abstract: Key indicators: single-crystal X-ray study; T = 292 K; mean (C-C) = 0.003 Å; R factor = 0.027; wR factor = 0.066; data-to-parameter ratio = 7.1.The title compound, C 6 H 6 O 7 , garcinia lactone [systematic name: (2S,3S)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3dicarboxylic acid] was isolated from the rind of Garcinia cambogia. The five-membered ring adopts an envelope conformation and the packing is stabilized by O-HÁ Á ÁO and C-HÁ Á ÁO interactions.

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Cited by 5 publications
(4 citation statements)
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“…Figure 1 A shows the LC–UV profile of GC1 kudam puli extract. (-)-HCA, (-)-HCAL, and citric acid were detected in all the samples, as previously reported by other authors [ 14 , 20 , 26 , 27 ]. Despite the low polarity and small size of these acids, an acceptable resolution between them was achieved under the applied chromatographic conditions.…”
Section: Resultssupporting
confidence: 89%
“…Figure 1 A shows the LC–UV profile of GC1 kudam puli extract. (-)-HCA, (-)-HCAL, and citric acid were detected in all the samples, as previously reported by other authors [ 14 , 20 , 26 , 27 ]. Despite the low polarity and small size of these acids, an acceptable resolution between them was achieved under the applied chromatographic conditions.…”
Section: Resultssupporting
confidence: 89%
“…The absolute configuration found thus agrees with that originally proposed by Boll et al (1969) for hibiscus acid. The structure of garcinia lactone, an epimer of hibiscus acid, has been reported (Mahapatra et al, 2007). The comparable molecular geometries of (I) and its epimer are similar.…”
Section: Structural Commentarymentioning
confidence: 95%
“…A search of the Cambridge Structural Database (Version 5.37, searched June 2017; Groom et al, 2016) yielded few relevant structures. For hibiscus acid, only the structures of a Ca salt form (Glusker et al, 1972) and of the diastereomer mentioned previously (Mahapatra et al, 2007) have been reported. The closest relative of (II) to have been structurally described is a derivative with additional OH and Me substituents on the fivemembered ring (Evans et al, 1997).…”
Section: Database Surveymentioning
confidence: 99%
“…We questioned if the observed increase in LSR protein levels was due to the HCA, which is present in GCE as a potassium salt or as a lactone [29]. To test this, mouse Hepa1-6 cells [21] were incubated for 18 h at 37 • C with HCA in either form.…”
Section: Treatment Of Hepa1-6 Cells With Hcamentioning
confidence: 99%