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Merck

B3251

Sigma-Aldrich

小檗碱 CRM 氯化物形式

别名:

二氧化二苯, 盐酸小檗碱, 黄连素

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About This Item

经验公式(希尔记法):
C20H18ClNO4
CAS号:
分子量:
371.81
顏色索引編號:
75160
Beilstein:
3836585
EC號碼:
MDL號碼:
分類程式碼代碼:
12171500
PubChem物質ID:
NACRES:
NA.32

形狀

powder

品質等級

溶解度

methanol: soluble

SMILES 字串

COC1=C(C=[N+](CCC2=C3C=C4C(OCO4)=C2)C3=C5)C5=CC=C1OC.[Cl-]

InChI

1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

InChI 密鑰

VKJGBAJNNALVAV-UHFFFAOYSA-M

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一般說明

小檗碱氯化物或天然黄18又称5,6-二氢-9,10-二甲氧基苯并(g)-1,3-苯并二氧杂环己烷(5,6-a)喹啉,是一种苄基四异喹啉植物生物碱。小檗碱含有一种季碱,可以小檗碱氯化物的形式在市场上买到。

應用

小檗碱氯化物是一种荧光染色剂,用于染色肥大细胞中的肝素。小檗碱可上调肝癌细胞中Pgp的表达。
肥大细胞中肝素的荧光染色

生化/生理作用

一种抗生素特性较弱的生物碱。MDR外排泵的底物。小檗碱的抗微生物活性可通过MDR抑制剂5'-甲氧基氢化物(5'-MHC)加强。小檗碱可上调肝癌细胞中Pgp的表达。用小檗碱进行治疗可能会减少化学治疗药物的积累。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Wan-Jin Zhang et al.
Bioorganic & medicinal chemistry, 15(16), 5493-5501 (2007-06-19)
The interaction of berberine and its 9-substituted derivatives with human telomeric DNA d[G(3)(T(2)AG(3))(3)](telo21) has been investigated via CD spectroscopy, fluorescence spectroscopy, PCR-stop assay, competitive dialysis, and telomerase repeat amplification protocol (TRAP) assay. The results indicated that these semisynthesized compounds could
Xiaoling Zhang et al.
Cancer research, 70(23), 9895-9904 (2010-10-12)
Berberine, a natural product derived from a plant used in Chinese herbal medicine, is reported to exhibit anticancer effects; however, its mechanism of action is not clearly defined. Herein, we demonstrate that berberine induces apoptosis in acute lymphoblastic leukemia (ALL)
Ying-Hong Li et al.
Journal of medicinal chemistry, 52(2), 492-501 (2008-12-19)
Twenty-nine derivatives of berberine (1) or pseudoberberine (2) were designed, semisynthesized, and evaluated for their up-regulatory activity on the low-density-lipoprotein receptor (LDLR) expression. SAR analysis revealed that (i) the methylenedioxy group at the 2- and 3-position is an essential element
Anding Shi et al.
Bioorganic & medicinal chemistry, 19(7), 2298-2305 (2011-03-15)
A series of novel triazole-containing berberine derivatives were synthesized via the azide-alkyne cycloaddition reaction. Their biological activity as inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. Among them, compound 16d, which featured a diisopropylamino substitution at the 4-position
Yan Ma et al.
Bioorganic & medicinal chemistry, 16(16), 7582-7591 (2008-08-05)
A series of 9-N-substituted berberine derivatives (2a-j) were synthesized and evaluated as a new class of G-quadruplex binding ligands. G-quadruplex of DNA had been proven to be the transcription controller of human c-myc gene. The interaction of 9-N-substituted berberine derivatives

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