Leptosin

Leptosin
Names
	IUPAC name (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one
Identifiers
CAS Number	486-23-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:191619;
ChEMBL	ChEMBL3797767;
ChemSpider	4950172;
PubChem CID	6446647;
UNII	2T797KJ9NH ;
	InChI InChI=1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-/t15-,17-,18+,19-,22-/m1/s1 Key: NXOKVARAWXQHGX-JPNDPKSOSA-N;
	SMILES COC1=C(C=CC2=C1O/C(=C\C3=CC(=C(C=C3)O)O)/C2=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O;
Properties
Chemical formula	C22H22O11
Molar mass	462.407 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Leptosin is an aurone glycoside first reported from the leaves of Flemingia strobilifera, commonly known as kusrunt. Leptosin has also been found in Coreopsis species, including Coreopsis lanceolata and Coreopsis grandiflora. Another accepted name for this chemical is leptosidin 7-O-β-D-glucopyranoside. Leptosperin was originally called Leptosin before being renamed to the name it has now.

Research

In a 2021 study, Leptosin was isolated from Coreopsis lanceolata flowers and was found to have antioxidant activity. Leptosin was then tested in zebrafish and the results suggested that the chemical may have potential in diabetes-related research.

References

↑ Nigam, S.; Saxena, V. (February 1975). "ISOLATION AND STUDY OF THE AURONE GLYCOSIDE LEPTOSIN FROM THE LEAVES OF FLEMENGIA STROBILIFERA". Planta Medica. 27 (1): 98–100. Bibcode:1975PlMed..27...98N. doi:10.1055/s-0028-1097768. ISSN 0032-0943. PMID 1161882.
1 2 3 Kim, Hyoung-Geun; Nam, Youn Hee; Jung, Young Sung; Oh, Seon Min; Nguyen, Trong Nguyen; Lee, Min-Ho; Kim, Dae-Ok; Kang, Tong Ho; Lee, Dae Young; Baek, Nam-In (2021-10-09). "Aurones and Flavonols from Coreopsis lanceolata L. Flowers and Their Anti-Oxidant, Pro-Inflammatory Inhibition Effects, and Recovery Effects on Alloxan-Induced Pancreatic Islets in Zebrafish". Molecules. 26 (20): 6098. doi:10.3390/molecules26206098. ISSN 1420-3049. PMC 8540554. PMID 34684679.
↑ Crawford, Daniel J.; Smith, Edwin B. (April 1980). "Flavonoid Chemistry of Coreopsis Grandiflora (Compositae)". Brittonia. 32 (2): 154. Bibcode:1980Britt..32..154C. doi:10.2307/2806783. JSTOR 2806783.

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[1] Nigam, S.; Saxena, V. (February 1975). "ISOLATION AND STUDY OF THE AURONE GLYCOSIDE LEPTOSIN FROM THE LEAVES OF FLEMENGIA STROBILIFERA". Planta Medica. 27 (1): 98–100. Bibcode:1975PlMed..27...98N. doi:10.1055/s-0028-1097768. ISSN 0032-0943. PMID 1161882.

[:0-2] 1 2 3 Kim, Hyoung-Geun; Nam, Youn Hee; Jung, Young Sung; Oh, Seon Min; Nguyen, Trong Nguyen; Lee, Min-Ho; Kim, Dae-Ok; Kang, Tong Ho; Lee, Dae Young; Baek, Nam-In (2021-10-09). "Aurones and Flavonols from Coreopsis lanceolata L. Flowers and Their Anti-Oxidant, Pro-Inflammatory Inhibition Effects, and Recovery Effects on Alloxan-Induced Pancreatic Islets in Zebrafish". Molecules. 26 (20): 6098. doi:10.3390/molecules26206098. ISSN 1420-3049. PMC 8540554. PMID 34684679.

[3] Crawford, Daniel J.; Smith, Edwin B. (April 1980). "Flavonoid Chemistry of Coreopsis Grandiflora (Compositae)". Brittonia. 32 (2): 154. Bibcode:1980Britt..32..154C. doi:10.2307/2806783. JSTOR 2806783.