Malabaricone B

• CAT Number: I043693
• CAS Number: 63335-24-0
• Molecular Formula: C21H26O4
• Molecular Weight: 342.43
• Purity: ≥95%
• Synonyms: 1-(2,6-dihydroxyphenyl)-9-(4-hydroxyphenyl)nonan-1-one
• InChI: InChI=1S/C21H26O4/c22-17-14-12-16(13-15-17)8-5-3-1-2-4-6-9-18(23)21-19(24)10-7-11-20(21)25/h7,10-15,22,24-25H,1-6,8-9H2
• InChIKey: KOAPDMKKECXPHX-UHFFFAOYSA-N
• SMILES: C1=CC(=C(C(=C1)O)C(=O)CCCCCCCCC2=CC=C(C=C2)O)O

Malabaricone B, a naturally occurring plant phenolic, is an orally active α-glucosidase inhibitor with an IC50 of 63.7 µM. Malabaricone B has anticancer, antimicrobial, anti-oxidation and antidiabetic activities[1][2][3].
Malabaricone B shows selective toxicity to human lung cancer (A549), malignant melanoma (A375) and T cell leukemia (Jurkat) cell lines, without showing toxicity to human normal intestinal (INT407), human kidney (HEK293) and lung fibroblast (WI-38) cells. Among the chosen cancer cell lines, Malabaricone B shows maximum cytotoxicity to the A549 cells (IC50 = 8.1 μM), which is significantly better than that of curcumin (IC50 = 26.7 μM)[1].
The Malabaricone B-induced apoptosis is mediated by an increase in the intracellular reactive oxygen species (ROS). Malabaricone B (2.5, 5, 10 and 20 µM) increases the BAX level while simultaneously decreasing the BCL-2 and BCL-XL levels in the A549 cells, triggering the mitochondrial apoptotic pathway as revealed from the release of cytochrome c, and the activation of caspase-9 and caspase-3[1].
Malabaricone B exhibits a good level of antimicrobial activity when tested against avariety of microorganisms, including Staphylococcus aureus and Candida albicans[2].
Malabaricone B (100 mg/kg; p.o; alternate day, 23 days) inhibits lung tumor (xenograft) growth in SCID mice[1].

Reference

[1]. Mrityunjay Tyagi, et al. Spice-derived phenolic, malabaricone B induces mitochondrial damage in lung cancer cells via a p53-independent pathway. Food Funct. 2018 Nov 14;9(11):5715-5727.
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[2]. K Y Orabi, et al. Isolation and characterization of two antimicrobial agents from mace (Myristica fragrans). J Nat Prod. May-Jun 1991;54(3):856-9.
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[3]. B Prabha, et al. Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair. Bioorg Med Chem. 2018 Jul 23;26(12):3461-3467.
 [Content Brief]