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5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one, oroxylin, oroxylin A

No.	Title	Href
1	Synergistic effect of 5-fluorouracil and the flavanoid oroxylin A on HepG2 human hepatocellular carcinoma and on H22 transplanted mice. Cancer Chemother Pharmacol. 2010 Feb;65(3):481-9. doi: 10.1007/s00280-009-1053-2.	`Click`
2	Oroxylin A reverses hypoxia-induced cisplatin resistance through inhibiting HIF-1α mediated XPC transcription. Oncogene. 2020 Nov;39(45):6893-6905. doi: 10.1038/s41388-020-01474-x.	`Click`

No.

Title

Href

Synergistic effect of 5-fluorouracil and the flavanoid oroxylin A on HepG2 human hepatocellular carcinoma and on H22 transplanted mice. Cancer Chemother Pharmacol. 2010 Feb;65(3):481-9. doi: 10.1007/s00280-009-1053-2.

Click

Oroxylin A reverses hypoxia-induced cisplatin resistance through inhibiting HIF-1α mediated XPC transcription. Oncogene. 2020 Nov;39(45):6893-6905. doi: 10.1038/s41388-020-01474-x.

Click

Name	Oroxylin A
PubChem CID	5320315
Molecular Weight	284.26g/mol
Synonyms	5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one, oroxylin, oroxylin A
Formula	C₁₆H₁₂O₅
SMILES	COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=CC=C3)O
InChI	1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3
InChIKey	LKOJGSWUMISDOF-UHFFFAOYSA-N
CAS Number	480-11-5
ChEMBL ID	CHEMBL183513
ChEBI ID	CHEBI:61668
Structure		Download 2D MOL 3D MOL

Pair Name	Oroxylin A, Fluorouracil
Partner Name	Fluorouracil
Disease Info	[ICD-11: 2C12]	Hepatocellular carcinoma		Investigative
Biological Phenomena	Induction-->Apoptosis
Gene Regulation	Down-regulation	Expression	BCL2	hsa596
	Down-regulation	Expression	COX2	hsa4513
	Up-regulation	Cleavage	PARP1	hsa142
	Up-regulation	Expression	TP53	hsa7157
In Vitro Model	Hep-G2	Hepatoblastoma	Homo sapiens (Human)	CVCL_0027
In Vivo Model	Murine hepatoma 22 (H22) cells were diluted with icy 0.9% saline and inoculated subcutaneously at right axilla of mice (5×10⁶ viable cells/mL).
Result	The anti-hepatocellular carcinoma effects in vitro and in vivo of 5-FU and oroxylin A combinations were synergistic and oroxylin A increased the sensitivity of HepG2 cells to 5-FU by modulating the metabolic enzymes of 5-FU and apoptotic-related proteins

Pair Name	Oroxylin A, Cisplatin
Partner Name	Cisplatin
Disease Info	[ICD-11: 2C25]	Lung cancer		Investigative
Biological Phenomena	Induction-->Apoptosis
Gene Regulation	Down-regulation	Expression	XPC	hsa7508
In Vitro Model	NCI-H460	Lung large cell carcinoma	Homo sapiens (Human)	CVCL_0459
Result	Our findings not only demonstrate a crucial role of XPC dependent NER in hypoxia-induced cisplatin resistance, but also suggest a previously unrecognized tumor suppressive mechanism of Oroxylin A in NSCLC which through sensitization of cisplatin-mediated growth inhibition and apoptosis under hypoxia.