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Naringenin chalcone, also known as naringenin, is a member of the chalcone class of compounds. It is a naturally occurring flavanone found in citrus fruits, particularly in grapefruits. Naringenin chalcone possesses a unique structure with hydroxy groups substituted at positions 2', 4, 4', and 6'. NARINGENIN CHALCONE has gained significant attention due to its potential health benefits and therapeutic properties.

73692-50-9

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73692-50-9 Usage

Uses

Used in Pharmaceutical Industry:
Naringenin chalcone is used as a pharmaceutical agent for its various therapeutic properties. It has been found to possess antioxidant, anti-inflammatory, and anticancer activities. Naringenin chalcone can modulate several signaling pathways, exerting inhibitory effects on tumor growth and progression. Additionally, it has been shown to have potential in the treatment of various diseases, such as cardiovascular diseases, diabetes, and neurodegenerative disorders.
Used in Cosmetic Industry:
In the cosmetic industry, naringenin chalcone is used as an active ingredient in skincare products for its antioxidant and anti-inflammatory properties. It can help protect the skin from environmental stressors, such as UV radiation and pollution, and reduce the signs of aging, such as wrinkles and fine lines. Naringenin chalcone can also help improve skin texture and elasticity, promoting a healthy and youthful appearance.
Used in Functional Foods and Beverages:
Naringenin chalcone is also used in the development of functional foods and beverages, where it can provide health benefits beyond basic nutrition. It can be incorporated into various products, such as juices, teas, and supplements, to enhance their antioxidant and anti-inflammatory properties. This can help support overall health and well-being, as well as provide specific health benefits, such as improved cardiovascular health and reduced risk of certain diseases.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic efficacy of naringenin chalcone, various drug delivery systems have been developed. These systems can improve the solubility, stability, and targeted delivery of naringenin chalcone, allowing for more effective treatment of various diseases and conditions. Examples of drug delivery systems include nanoparticles, liposomes, and hydrogels, which can be tailored to specific applications and patient needs.

Check Digit Verification of cas no

The CAS Registry Mumber 73692-50-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,6,9 and 2 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 73692-50:
(7*7)+(6*3)+(5*6)+(4*9)+(3*2)+(2*5)+(1*0)=149
149 % 10 = 9
So 73692-50-9 is a valid CAS Registry Number.
InChI:InChI=1/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+

73692-50-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2',4,4',6'-tetrahydroxychalcone

1.2 Other means of identification

Product number -
Other names 2,4,6,4'-tetrahydroxydeoxybenzoin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:73692-50-9 SDS

73692-50-9Relevant academic research and scientific papers

A kind of A ring with methyl of [...] compound, preparation method and anti-inflammatory activity

-

, (2019/04/18)

The invention discloses a quinoid chalcone compound with a methyl group at an A ring, and a preparation method and anti-inflammatory activity thereof. The compound has a structure as shown in a general formula (I) which is described in the specification. The preparation method comprises the following steps: (1) synthesizing 2-hydroxy-4,6-dimethoxyacetophenone; (2) synthesizing 2'-hydroxy-4',6'-dimethoxychalcone derivative; (3) synthesizing 2',4',6'-trihydroxy chalcone derivative; and (4) synthesizing the quinoid chalcone compound with a methyl group at the A ring. The compound is simple to prepare and has obvious anti-inflammatory action.

Design, synthesis and anti-inflammatory activity of dihydroflavonol derivatives

Hu, Chunling,Zhou, Zongbao,Xiang, Yuanhang,Song, Xiaoying,Wang, Hong,Tao, Kaiqi,Ye, Xiaochuan

, p. 194 - 205 (2018/04/19)

Thirty dihydroflavonol derivatives (D1–D30) were designed and synthesized, meanwhile the synthesized compounds were characterized on the basis of spectroscopic analyzes. Their inhibitory activity against the pro-inflammatory inducible interleukin-1β (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 macrophages were evaluated and showed various efficiency. Compounds D1–D30 showed no toxic effects on RAW 264.7 cells at the concentration 20 μM; among them, compounds D9, D13, and D19 exhibited best anti-inflammatory activity through decreasing IL-1β, IL-6, and TNF-α. Furthermore, their structure–activity relationships were discussed preliminarily.

In Vitro Osteogenic Differentiation and Antibacterial Potentials of Chalcone Derivatives

Choi, Daheui,Park, Jin Chan,Lee, Ha Na,Moon, Ji-Hoi,Ahn, Hyo-Won,Park, Kwangyong,Hong, Jinkee

, p. 3197 - 3204 (2018/07/25)

Chalcone derivatives have been investigated as therapeutic agents for the anticancer, antioxidant, and anti-inflammatory fields. In this study, we have synthesized four different types of chalcone derivatives and demonstrated in vitro bioactivities. We divided these derivatives into two groups of chalcones on the basis of similar substituents on the aromatic rings, and we tested cell viability and proliferation potentials, which indicated that the methoxy substituent on the A ring could enhance cytotoxicity and antiproliferation potential depending on the chalcone concentration. We also investigated osteogenic differentiation of C2C12 cells by ALP staining, the early marker for osteogenesis, which demonstrated that the chalcones could not only induce activity of BMP-2 but also inhibit the activity of noggin, a BMP antagonist. In addition, chalcone bearing hydroxyl groups at the 2-, 4-, and 6-position on the A ring inhibited treptococcus mutans growth, a major causative agent of dental caries. Therefore, we concluded that the chalcone derivatives synthesized in this research can be good candidates for therapeutic agents promoting bone differentiation, with an expectation of inhibiting S. mutans, in dentistry.

Potent CDC25B and PTP1B phosphatase inhibitors: 2′,4′,6′-trihydroxylchalcone derivatives

Zhao, Shui-Lian,Peng, Zhou,Zhen, Xing-Hua,Jin, Hong-Guo,Han, Yan,Qu, You-Le,Guan, Li-Ping

, p. 2573 - 2579 (2015/02/19)

In this study, we examined a series of 2′,4′,6′-trihydroxychalcone derivatives for their inhibitory activity as inhibitors of CDC25B and PTP1B. The pharmacological results showed that all of the tested compounds significantly inhibited CDC25B and PTP1B phosphatase in vitro. Among them, three compounds 2, 6, and 7 had the best inhibition activity, with inhibition rates against CDC25B were 99.56, 99.68, and 99.63 %, respectively, and with inhibition rates against PTP1B were 98.99, 99.37, and 98.08 %, respectively, which is similar to reference drugs Na3VO4 and Oleanolic acid, respectively. Cytotoxic activity assays showed compounds 2, 6, and 7 are potent against HeLa and HCT116. Moreover, compound 6 delayed the potent antitumor inhibitory activity in a colo205 xenograft model in vivo.

Cloning and structure-function analyses of quinolone- and acridone-producing novel type III polyketide synthases from citrus microcarpa

Mori, Takahiro,Shimokawa, Yoshihiko,Matsui, Takashi,Kinjo, Keishi,Kato, Ryohei,Noguchi, Hiroshi,Sugio, Shigetoshi,Morita, Hiroyuki,Abe, Ikuro

, p. 28845 - 28858 (2013/10/22)

Background:Type III polyketide synthases (PKSs) synthesize various polyketide and alkaloid scaffolds. Results:QNS synthesizes quinolone as the single product, whereas ACS produces acridone as the major product. Conclusion:QNS and ACS are novel quinolone- and acridone-producing type III PKSs, respectively. Significance:Structure-function analyses of QNS and ACS provide insights into molecular bases for alkaloid biosyntheses.

Medicinal flowers. xxvii.1) New flavanone and chalcone glycosides, arenariumosides i, ii, iii, and iv, and tumor necrosis factor-α inhibitors from everlasting, flowers of helichrysum arenarium

Toshio Morikawa,Li-Bo Wang,Seikou Nakamura,Kiyofumi Ninomiya,Eri Yokoyama,Hisashi Matsuda,Osamu Muraoka,Li-Jun Wu,Yoshikawa, Masayuki

experimental part, p. 361 - 367 (2009/12/26)

The methanolic extract from the flowers of Helichrysum arenarium L. Moench was found to show inhibitory effect on tumor necrosis factor-α (TNF-α, 1 ng/ml)-induced cytotoxicity in L929 cells. From the methanolic extract, 50 constituents including four new

INDUCTION OF PHENYLPROPANOID PATHWAY ENZYMES IN ELICITOR-TREATED CULTURES OF CEPHALOCEREUS SENILIS

Pare, Paul W.,Mischke, Charles F.,Edwards, Robert,Dixon, Richard A.,Norman, Helen A.,Mabry, Tom J.

, p. 149 - 154 (2007/10/02)

Treatment of old-man-cactus (Cephalocereus senilis) suspension cultures with chitin elicits synthesis of an aurone phytoalexin, cephalocerone.Elicitor-induced de novo synthesis of cephalocerone was demonstrated by incubating elicited cactus cultures with phenylalanine; this resulted in the labelling of five induced phenolic compounds including cephalocerone.Increased extractable activities of the phenylpropanoid pathway enzymes phenylalanine ammonia-lyase (PAL), chalcone synthase (CHS) and chalcone isomerase (CHI) accompanied the synthesis of cephalocerone.CHS and PAL, which are both involved in the biosynthesis of cephaloce rone, showed maximum activity at 12 and 24 hr post-elicitation, respectively.CHS and CHI activities catalysing the synthesis and subsequent isomerization of 2',4',6'-trihydroxychalcone were present in the cell cultures, consistent with the formation of cephalocerone via a chalcone with no B-ring substituents. Key Word Index - Cephalocereus senilis; Cactaceae; aurone; phytoalexin; enzyme induction; suspension culture; HPLC.

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