574-12-9 Usage
Description
Isoflavone is a naturally occurring compound belonging to the class of isoflavones, characterized by its 4H-chromen-4-one structure with a phenyl group replacing the hydrogen at position 3. It is known for its antioxidant properties, estrogen-like effects, and various health benefits.
Uses
Used in Antioxidation:
Isoflavone is used as an antioxidant agent for its ability to neutralize free radicals and prevent oxidative damage to cells, which can lead to various diseases and aging.
Used in Hormone Regulation:
Isoflavone is used as an estrogen-like substance for its ability to mimic the effects of estrogen in the body, which can be beneficial for hormone regulation and maintaining a balanced hormonal state.
Used in Cancer Prevention and Treatment:
Isoflavone is used as a cancer prevention and anti-cancer agent due to its antioxidant and antipromotional effects, which can help reduce the risk of developing cancer and inhibit the growth of cancer cells.
Used in Disease Prevention:
Isoflavone is used in the prevention of various diseases, such as senile dementia, cardiovascular diseases, and breast cancer, due to its antioxidant and estrogen-like properties, which can help protect against these conditions.
Used in Quality of Life Improvement:
Isoflavone is used to improve the quality of life by promoting overall health and well-being through its various health benefits, including antioxidant, estrogen-like, and disease prevention properties.
Main effects
Isoflavones are non-nutritive botanical compounds that are rich in soy products and a few other plant species; both genistein and ?glycetein are isoflavones. Their chemical structure looks similar to estrone (also known as estrogen), a steroid hormone.
Plant sources: produced mainly from soybeans, lentils, pod legumes s well as highly processed food made from soybeans such as vegetarian meat, soybean flour, tofu and soy milk. Among them, tofu retains more of isoflavone content than milk.
Main functions of isoflavones:
Reduce LDL cholesterol, help to prevent or cure menopausal syndromes and provide the linoleic acid and linoloinic acid needed by human body.
Balance blood cholesterol and reduce blood cholesterol levels.
Make arteries more flexible and prevent damage to heart
Enhance bone density, reduce calcium loss and reduce the chance of suffering from osteoporosis.
Reduce the chance of suffering from cancer, especially breast cancer and prostate cancer.
Relieve menopause discomfort, such as hot flash, fever, emotional instability, headache, insomnia, fatigue, night sweats, vaginal dryness and so on.
Treat Enteritis syndrome, hot flash, osteoporosis, cardiovascular disease and cancer, also help fight coronary heart disease.
Flavonoids can reduce the formation of free radicals and help regeneration of other antioxidants. Soy isoflavones are a type of natural plant estrogen which is good to human body. The plant bioactive element extracted from natural soybeans is very similar to the estrogen molecular structure and can be combined with female estrogen receptors and play two-ways regulation on estrogen safely and with no side effects, so it is also known as "phytoestrogen." It can relieve osteoporosis and other symptoms caused by menopause, delay skin aging, improve skin quality, make female skin smooth, delicate and elastic. Due to its role in improvement of women life quality, it is also called "feminine charm factor".
Isomers of flavonoids
Isoflavones are isomers of flavones with some physiological activity.The phenyl group side chain of its γ-pyrazone ring is not connected to C2 position but to C3 position. Natural isoflavones are mainly found in angiosperms and some members of the Fabaceae Rosaceae and Iridaceae family. The kudzu root, one of the legume contains five isoflavone derivatives, namely, glycinin, daidzein, puerarin, puerarin- 7-xyloside and daidzein-4 ', 7-diglucoside. The structure of isoflavones compound are similar to that of estrogen, so generally it is regarded as the precursor substances of hormone, and it differs from flavonoids compound in its negative reaction against hydrochloric acid and magnesium powder.
Check Digit Verification of cas no
The CAS Registry Mumber 574-12-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 4 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 574-12:
(5*5)+(4*7)+(3*4)+(2*1)+(1*2)=69
69 % 10 = 9
So 574-12-9 is a valid CAS Registry Number.
InChI:InChI=1/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H
574-12-9Relevant articles and documents
Rhodium complexes catalyze oxidative coupling between salicylaldehyde and phenylacetylene via C-H bond activation
Jia, Hongge,Tang, Yanan,Shi, Yongqiang,Ma, Liqun,He, Zijian,Lai, Weiwei,Yang, Yi,Wang, Yazhen,Zang, Yu,Xu, Shuangping
, p. 1791 - 1795 (2017)
A coupling reaction between salicylaldehyde and phenylacetylene was catalyzed by well-defined rhodium complexes, Rh(cod)(l-amino acid) (cod is 1,5-cyclooctadiene; l-amino acid is l-proline, l-phenylalanine and l-valine), to give a flavonoid in 40-88% yield, providing a method for flavonoid synthesis. The coupling reactions catalyzed by Rh(cod)(l-amino acid)s gave higher yields than those by [Rh(cod)Cl]2 without l-amino acid ligands. The reaction mechanism may be that l-amino acid ligands of the rhodium complexes can provide an empty track for phenylacetylene to form a ring structure that fractures to produce the aim flavonoid and RhIX species. Then, the active RhIX specie is oxidized to regenerate RhIIIX3 by Cu(OAC)2.
Stille coupling for the synthesis of isoflavones by a reusable palladium catalyst in water
Chang, Ya-Ting,Liu, Ling-Jun,Peng, Wen-Sheng,Lin, Lin-Ting,Chan, Yi-Tsu,Tsai, Fu-Yu
, p. 469 - 475 (2021/02/03)
Isoflavones were synthesized from the reaction of 3-bromochromone derivatives and aryltributylstannanes via Stille coupling catalyzed by a water-soluble and reusable PdCl2(NH3)2/2,2′-cationic bipyridyl system in aqueous solution. For prototype 3-bromochromone, the coupling reaction was performed at 80°C for 24 hr with 2.5 mol% catalyst in water in the presence of tetrabutylammonium fluoride. After the reaction, the aqueous solution could be reused for several runs, indicating that its activity was only slightly decreased. For substituted 3-bromochromones, the addition of NaHCO3 and a higher reaction temperature (120°C) were required to gain satisfactory outcomes. In addition, naturally occurring products, such as daidzein, could be obtained by this protocol via a one-pot reaction.
The oxidative coupling between benzaldehyde derivatives and phenylacetylene catalyzed by rhodium complexes via C-H bond activation
Jia, Hongge,Ma, Liqun,Shi, Yongqiang,Song, Heming,Tang, Yanan,Wang, Qingji,Wang, Yazhen,Xu, Shuangping,Yang, Guoxing,Zang, Yu,Zhao, Xinyi
, p. 20 - 25 (2020/03/30)
This paper reports the use of rhodium (Rh) catalysts for the oxidative coupling reaction between phenylacetylene and benzaldehyde derivatives via C-H bond activation. These reactions were catalyzed by Rh(l-amino acid)(cod) (the l-amino acid is l-phenylala