481-72-1 Aloe-emodin AKSci J10558
 
 
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  J10558    AKSci Reference Standard
Aloe-emodin
, >98% (HPLC)
 
Diacerein impurity B




IDENTITY
CAS Number:481-72-1
MDL Number:MFCD00017373
MF:C15H10O5
MW:270.24
EINECS:207-571-7
BRN:2059062
SPECIFICATIONS & PROPERTIES
Purity:>98% (HPLC)
Spectra:LCMS, HPLC
Physical Form:Yellow to orange to brown needles or powder
Melting Point:220-226°C
Long-Term Storage:Store long-term at 2-8°C

REVIEW

 Aloe emodin is an anthraquinone and an active ingredient of various Chinese herbs. It is present in aloe latex, an exudate from the aloe plant. It has a strong stimulant-laxative action. Aloe emodin is not carcinogenic when applied to the skin, although it may increase the carcinogenicity of some kinds of radiation. Aloe emodin is found in the gel, sap and leaves of Aloe vera, the bark of Frangula (Rhamnus frangula) and Cascara Sagrada (Rhamnus purshiana), the leaves of Senna (Cassia angustifolia), and the rhizome of Rhubarb (Rheum rhaponticum). Emodin, first assigned to be a specific inhibitor of the protein tyrosine kinase p65lck, has now a number of cellular targets interacting with it. Its inhibitory effect on mammalian cell cycle modulation in specific oncogene overexpressed cells formed the basis of using this compound as an anticancer agent. Identification of apoptosis as a mechanism of elimination of cells treated with cytotoxic agents initiated new studies deciphering the mechanism of apoptosis induced by emodin. At present, its role in combination chemotherapy with standard drugs to reduce toxicity and to enhance efficacy is pursued vigorously. Its additional inhibitory effects on angiogenic and metastasis regulatory processes make emodin a sensible candidate as a specific blocker of tumor-associated events. Additionally, because of its quinone structure, emodin may interfere with electron transport process and in altering cellular redox status, which may account for its cytotoxic properties in different systems.

REFERENCES
[1]Mitter, P. C.; Banerjee, Dilipkumar Synthesis of aloe-emodin Journal of the Indian Chemical Society (1932), 9, 375-7.
[2] Rajagopalan, T. R.; Seshadri, T. R. Synthesis of citreorosein and aloe-emodin Proceedings - Indian Academy of Sciences, Section A (1956), 44A, 418-22.
[3] Uchibayashi, Masao; Matsuoka, Toshiro Aloe-emodin Chem. & Pharm. Bull. (Tokyo) (1961), 9, 234-6.
[4] Badgwell, DB; Walker, CM; Baker, WT; Strickland, FM, Ethanol and aloe emodin alter the p53 mutational spectrum in ultraviolet radiation-induced murine skin tumors. Molecular carcinogenesis 2004, 39 (3): 127-38.
[5] National Toxicology, Program (2010). Photocarcinogenesis study of aloe vera CAS NO. 481-72-1(Aloe-emodin) in SKH-1 mice (simulated solar light and topical application study. National Toxicology Program technical report series (553): 7-33, 35-97, 99-103 passim.
[6] Franz G. The senna drug and its chemistry. Pharmacology. 1993 Oct;47 Suppl 1:2-6.
[7] Srinivas G, Babykutty S, Sathiadevan PP, Srinivas P. Molecular mechanism of emodin action: transition from laxative ingredient to an antitumor agent. Med Res Rev. 2007 Sep;27(5):591-608.
[8] Xia QS, Sun RY, Xiu RJ. Progress of research on molecular mechanisms in antitumor effect of emodin Zhongguo Zhong Xi Yi Jie He Za Zhi. 2009 Jan;29(1):85-8.
[9] Li-Weber M. Targeting apoptosis pathways in cancer by Chinese medicine. Cancer Lett. 2013 May 28;332(2):304-12.
[10] Harlev E, Nevo E, Lansky EP, Ofir R, Bishayee A. Anticancer potential of aloes: antioxidant, antiproliferative, and immunostimulatory attributes. Planta Med. 2012 Jun;78(9):843-52.
[11] Zhao Q, Wan Y, Wang C, Wei Q, Chen H, Meng X, Yao J. Regulatory mechanism of p38MAPK signaling pathway on renal tissue inflammation in chronic kidney disease and interventional effect of traditional Chinese medicine]. Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(12):1700-4.

GHS

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of May 23, 2019

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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