Alizarin 1-methyl ether - CAS 6170-06-5
Catalog number: B0005-053817
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Molecular Formula:
C15H10O4
Molecular Weight:
254.241
COA:
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Chemical Family:
Quinones
Description:
Alizarin 1-methyl ether is an anthraquinones isolated from the roots of Morinda officinalis with antiosteoporotic activity. Study shows that 2-Hydroxy-1-methoxyanthraquinone promotes osteoblast proliferation and inhibits osteoclast TRAP activity.
Ordering Information
Catalog Number Size Price Stock Quantity
B0005-053817 2 mg $998 In stock
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Purity:
>98%
Synonyms:
2-Hydroxy-1-methoxyanthraquinone; 2-Hydroxy-1-methoxy-anthraquinone; 2-hydroxy-1-methoxyanthracene-9,10-dione
Solubility:
Soluble in DMSO
MSDS:
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InChIKey:
VRGZEPNGEFBVIZ-UHFFFAOYSA-N
InChI:
InChI=1S/C15H10O4/c1-19-15-11(16)7-6-10-12(15)14(18)9-5-3-2-4-8(9)13(10)17/h2-7,16H,1H3
Canonical SMILES:
COC1=C(C=CC2=C1C(=O)C3=CC=CC=C3C2=O)O
1.Anthraquinones from the polar fractions of Galium sinaicum.
el-Gamal AA;Takeya K;Itokawa H;Halim AF;Amer MM;Saad HE;Awad SA Phytochemistry. 1996 Jul;42(4):1149-55.
The new anthraquinones, 6,7-dimethoxy xanthopurpurin, 6-hydroxy-7-methoxy rubiadin, 5-hydroxy-6-hydroxymethyl anthragallol 1, 3-dimethyl ether, 7-carboxy anthragallol 1,3-dimethyl ether, anthragallol 1-methyl ether 3-O-beta-D-glucopyranoside, anthragallol 1-methyl ether 3-O-rutinoside, anthragallol 3-O-rutinoside and alizarin 1-methyl ether 2-O-primeveroside were isolated from the CH2Cl2 and n-BuOH extracts of Galium sinaicum roots and their structures were established by various spectroscopic techniques. In addition, two known anthraquinones were also isolated and fully characterized.
2.Antiosteoporotic activity of anthraquinones from Morinda officinalis on osteoblasts and osteoclasts.
Wu YB;Zheng CJ;Qin LP;Sun LN;Han T;Jiao L;Zhang QY;Wu JZ Molecules. 2009 Jan 23;14(1):573-83. doi: 10.3390/molecules14010573.
Bioactivity-guided fractionation led to the successful isolation of antiosteoporotic components, i.e. physicion (1), rubiadin-1-methyl ether (2), 2-hydroxy-1-methoxy- anthraquinone (3), 1,2-dihydroxy-3-methylanthraquinone (4), 1,3,8-trihydroxy-2-methoxy- anthraquinone (5), 2-hydroxymethyl-3-hydroxyanthraquinone (6), 2-methoxyanthraquinone (7) and scopoletin (8) from an ethanolic extract of the roots of Morinda officinalis. Compounds 4-8 are isolated for the first time from M. officinalis. Among them, compounds 2 and 3 promoted osteoblast proliferation, while compounds 4, 5 increased osteoblast ALP activity. All of the isolated compounds inhibited osteoclast TRAP activity and bone resorption, and the inhibitory effects on osteoclastic bone resorption of compounds 1 and 5 were stronger than that of other compounds. Taken together, antiosteoporotic activity of M. officinalis and its anthraquinones suggest therapeutic potential against osteoporosis.
3.Antiviral, cyototoxic and antimicrobial activities of anthraquinones isolated from the roots of morinda elliptica.
Ali AM;Ismail NH;Mackeen MM;Yazan LS;Mohamed SM;Ho AS;Lajis NH Pharm Biol. 2000;38(4):298-301. doi: 10.1076/1388-0209(200009)3841-AFT298.
2-Formyl-1-hydroxyanthraquinone, along with ten other known anthraquinones (1-hydroxy-2-methylanthraquinone, nordamnacanthal, damnacanthal, lucidin-?-methyl ether, rubiadin, rubiadin-1-methyl ether, soranjidiol, morindone, morindone-5-methyl ether and alizarin-1-methyl ether), isolated from the roots of Morinda elliptica , were assayed for anti-HIV, cytotoxic and antimicrobial activites. Only damnacanthal showed moderate activity against HIV. It was cytotoxic towards the MCF-7 (breast carcinoma) and CEM-SS (T-lymphoblastic leukaemia) cell line. Nordamnacanthal was very cytotoxic against the CEM-SS cell lines. Other anthraquinones that showed strong cytotoxicity towards the cell lines tested were lucidin-?-methyl ether (CEM-SS and MCF-7) and rubiadin (CEM-SS). Three anthraquinones viz., nordamnacanthal, damnacanthal and morindone, were found to have strong antimicrobial activity.
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CAS 6170-06-5 Alizarin 1-methyl ether

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