Khellin

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Chemical Structure| 82-02-0 同义名 : 凯林 ;Amicardine; Corafurone; Mefurina; Lynamine; Keloid; Kelicor; Eskel; Coronin; Chellin; Amiptan; Kelincor; Kalangin; Visnagalin; Viscardan; Visammimix; Medekellin; Khellinorm; Khellanals; Khellamine; Khelangin; Kelicorin; Deltoside; Benecardin; Ammipuran; Amikellin; Interkhellin; Interkellin; Gynokhellan; Ammivisnagen; Ammispasmin; Visammin; Rykellin; Kelourin; Methafrone
CAS号 : 82-02-0
货号 : A925735
分子式 : C14H12O5
纯度 : 95%
分子量 : 260.24
MDL号 : MFCD00005007
存储条件：

Pure form Sealed in dry, room temperature

In solvent -20°C:3-6个月-80°C:12个月
溶解度 : -
动物实验配方：
生物活性
描述 Khellin is a furanochromone photosensitizer whose chemical structure is close to psoralens and has previously proven its efficacy in vitiligo in association with ultraviolet A. Treatment consisted in topical application of khellin 45 mn before irradiation with EL (excimer lamp) (starting dose 50 mJ/cm2) twice a week for 3 months. The result was a complete regrowth of hair with no recurrence 1 year later[3]. Khellin stimulated proliferation of Mel-1 melanoma cells and melanocytes at concentrations between 1 nM and 0.5 mM with a peak effect at 0.01 mM. In contrast, khellin inhibited proliferation of fibroblasts over the entire concentration range tested. At concentrations above 0.5 mM, khellin was cytotoxic to both melanocytic cells and fibroblasts. Exposure of khellin-treated cells to single doses of UVA between 150 and 280 mJ/cm2 resulted in an enhanced proliferative effect. Khellin and KUVA also stimulated the melanogenic enzyme activity of pigmented cells, with the most effective treatment being 0.01 mM khellin with 250 mJ cm-2 UVA[4]. Khellin, a naturally occurring furanochromone from Ammi visnaga, inhibits CYP1A1 enzyme with an IC50 value of 4.02 μM in CYP1A1-overexpressing human HEK293 suspension cells[5]. Khellin and visnagin were phytotoxic to model species lettuce (Lactuca sativa) and duckweed (Lemna paucicostata), with IC50 values ranging from 110 to 175 μM. These compounds also inhibited the growth and germination of a diverse group of weeds at 0.5 and 1 mM[6].
实验方案
1mg 5mg 10mg

1 mM

5 mM

10 mM

3.84mL

0.77mL

0.38mL

19.21mL

3.84mL

1.92mL

38.43mL

7.69mL

3.84mL
参考文献

[1]Abdel-Sattar S Hamad Elgazwy, et al. Molecular modeling study bioactive natural product of khellin analogues as a novel potential pharmacophore of EGFR inhibitors. J Enzyme Inhib Med Chem. 2013 Dec;28(6):1171-81.

[2]A Ubeda, et al. Relaxant actions of khellin on vascular smooth muscle. J Pharm Pharmacol . 1989 Apr;41(4):236-41.

[3]Fenniche S, Hammami H, Zaouak A. Association of khellin and 308-nm excimer lamp in the treatment of severe alopecia areata in a child. J Cosmet Laser Ther. 2018;20(3):156‐158

[4]Carlie G, Ntusi NB, Hulley PA, Kidson SH. KUVA (khellin plus ultraviolet A) stimulates proliferation and melanogenesis in normal human melanocytes and melanoma cells in vitro. Br J Dermatol. 2003;149(4):707-717

[5]Sharma R, Williams IS, Gatchie L, Sonawane VR, Chaudhuri B, Bharate SB. Khellinoflavanone, a Semisynthetic Derivative of Khellin, Overcomes Benzo[a]pyrene Toxicity in Human Normal and Cancer Cells That Express CYP1A1. ACS Omega. 2018;3(8):8553‐8566.

[6]Travaini ML, Sosa GM, Ceccarelli EA, et al. Khellin and Visnagin, Furanochromones from Ammi visnaga (L.) Lam., as Potential Bioherbicides. J Agric Food Chem. 2016;64(50):9475‐9487