Category: 58081-05-3

Quality Control of (R)-4-Hydroxydihydrofuran-2(3H)-one. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Pharmacologically active compounds in the Anoectochilus and Goodyera species. Author is Du, Xiao-Ming; Irino, Nobuto; Furusho, Norihiro; Hayashi, Jun; Shoyama, Yukihiro.

The extract of Anoectochilus formosanus showed significant activity in decreasing the levels of the cytosolic enzymes LDH, GOT, and GPT, and the result demonstrated that A. formosanus possessed prominent hepatoprotective activity against CCl4-induced hepatotoxicity. Moreover, in the results of the test using aurothioglucose-induced obese mice, the extract showed a significant antihyperliposis effect. A. formosanus grown in the wild and propagated by tissue culture contain ten compounds, including a major known component, (3R)-3-(β-D-glucopyranosyloxy)butanolide (kinsenoside; 1), and two new components, (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanoic acid (2) and 2-[(β-D-glucopyranosyl-oxy)methyl]-5-hydroxymethylfuran (3), along with the known compounds, isopropyl-β-D-glucopyranoside (4), (R)-3,4-dihydroxybutanoic acid γ-lactone (5), 4-(β-D-glucopyranosyloxy) benzyl alc. (6), (6R,9S)-9-(β-D-glucopyranosyloxy)megastigma-4,7-dien-3-one (7), and (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanolide (8). Since a higher concentration of kinsenoside (1) was detected in the crude drugs A. formosanus and A. koshunensis by high-performance liquid chromatog. (HPLC) anal., we proved a simple purification system for kinsenoside (1), giving 180 mg of kinsenoside (1) from 1 g of dried samples for further pharmacol. experiments In an anti-hyperliposis assay using high-fat-diet rats, 1 significantly reduced the weights of the body and the liver, and also decreased the triglyceride level in the liver compared to those of control rats. On the other hand, the epimer of 1, (3S)3-(β-D-glucopyranosyloxy)butanolide, goodyeroside A (9), which was isolated from the Goodyera species, had no effect for anti-hyperliposis. In aurothioglucose-induced obese mice, 1 suppressed the body and liver weight increase, significantly ameliorated the triglyceride level in the liver, and also reduced the deposition of uterine fat pads. The anti-hepatoxic activities of 9 and goodyerosides B (10) were studied on injury induced by CCl4 in primary cultured rat hepatocytes by measuring the levels of LDH, GOT, and GPT. In the CCl4-treated control group, there were marked increases in LDH, GOT, and GPT activities compared with the normal group. In contrast, these levels were suppressed in 9- and 10-treated groups. Goodyerin (11), a new typical flavone glycoside, exhibited a significant and dose-dependent sedative and anticonvulsant effect.

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Pyrroline – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Intensified crystallization in complex media: Heuristics for crystallization of platform chemicals, published in 2012, which mentions a compound: 58081-05-3, Name is (R)-4-Hydroxydihydrofuran-2(3H)-one, Molecular C4H6O3, Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one.

This paper presents heuristics for the integration of fermentation with the appropriate crystallization based in-situ product recovery (ISPR) technique. Here techniques, such as co-crystallization (CC), evaporative crystallization (EC), template induced crystallization (TIC), cooling crystallization (ClC) and electrochem. induced crystallization (EIC), that were recently developed or applied to fermentations were evaluated. For this purpose, the operating windows of fermentation and crystallization of the top-twelve platform chems. as identified by the US Department of Energy were extracted from literature and processed. The results show that in principle all mols. can be crystallized and confirm that different classes of platform chems. require different crystallization techniques. Finally, the results show that intensified crystallization, by means of utilizing external fields (EIC) or tunable solid state properties (CC), seems to be a very feasible ISPR technique.

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Pyrroline – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Article, Research Support, Non-U.S. Gov’t, Molecules called Efficient synthesis of kinsenoside and goodyeroside A by a chemo-enzymatic approach, Author is Zhang, Yang; Xia, Yihong; Lai, Yongji; Tang, Fang; Luo, Zengwei; Xue, Yongbo; Yao, Guangmin; Zhang, Yonghui; Zhang, Jinwen, the main research direction is kinsenoside chemoenzymic synthesis; goodyeroside chemoenzymic synthesis.COA of Formula: C4H6O3.

Kinsenoside (1) and goodyeroside A (2), two naturally occurring stereoisomers with diverse biol. activities, have been synthesized efficiently by a chemo-enzymic approach with a total yield of 12.7%. The aglycons, (R)- and (S)-3-hydroxy-γ-butyrolactone, were prepared from d- and l-malic acid by a four-step chem. approach with a yield of 75%, resp. These butyrolactones were then successfully glycosidated using β-D-glucosidase as a catalyst in a homogeneous organic-water system. Under the optimized enzymic conditions, the yields of kinsenoside and goodyeroside A in the enzymic steps both reached 16.8%.

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Pyrroline – Wikipedia,
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COA of Formula: C4H6O3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Glycosidic constituents from in vitro Anoectochilus formosanus. Author is Du, Xiao-Ming; Sun, Ning-Yi; Irino, Nobuto; Shoyama, Yukihiro.

The glycosidic constituents of whole plants of Anoectochilus formosanus propagated by tissue culture were investigated. A new compound, 2-(β-D-glucopyranosyloxymethyl)-5-hydroxymethylfuran, along with the known compounds, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside), 3-(R)-3-β-D-glucopyranosyloxy-4-hydroxybutanoic acid, 1-O-isopropyl-β-D-glucopyranoside, (R)-(+)-3,4-dihydroxybutanoic acid γ-lactone, 4-(β-D-glucopyranosyloxy)benzyl alc., (6R,9S)-9-hydroxy-megastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside, and corchoionoside C were isolated.

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Pyrroline – Wikipedia,
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Chen, Xuesong; Wu, Yu-Lin; Chen, Dihua published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Formula: C4H6O3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:58081-05-3) through the article.

A new cerebroside, typhoniside A (I), with C18-4,8-sphingadienine as the long-chain base, has been isolated from the traditional Chinese medicine Typhonium giganteum Engl., and its structure was determined by 2D-NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials.

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Pyrroline – Wikipedia,
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SDS of cas: 58081-05-3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of (S)-N-(benzyloxy)-4-(acetoxymethyl)-2-azetidinone, a potential intermediate for carbapenem antibiotics, by a chemomicrobiological approach. Author is Yamada, Haruo; Sugiyama, Hajime; Kajiwara, Masahiro.

(R)-Me3COCH2CH(OH)CH2CO2Et, which was prepared by Bakers’ yeast reduction of Me3COCH2COCH2CO2Et, was converted to (R)-3-hydroxybutyrolactone. After cleavage of the lactone ring with PhCH2ONH2, β-lactam cyclization of the hydroxamate was carried out by the Mitsunobu procedure with complete inversion of configuration at C-3 to give (S)-N-benzyloxy-4-acetoxymethyl-2-azetidinone (I). The (R)-azetidinone was also synthesized from (S)-malic acid via (S)-3-hydroxybutyrolactone.

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Pyrroline – Wikipedia,
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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Liu, Qing; Liu, Zhen-Ling; Tian, Jing; Shi, Wei; Liu, Yin-Qian researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).SDS of cas: 58081-05-3.They published the article 《The semisynthetic spin-labelled derivatives of 3-hydroxybutanolide as potential oxidative stress inhibitors》 about this compound( cas:58081-05-3 ) in Natural Product Research. Keywords: hydroxybutanolide spin labeled antioxidant oxidative stress inhibitor; 3-hydroxybutanolide; antioxidant activity; spin-labelled; synthesis. We’ll tell you more about this compound (cas:58081-05-3).

To obtain more accessible oxidative stress inhibitors, a series of novel spin-labeled derivatives of 3-hydroxybutanolide with the natural active compound (kinsenoside) as the lead compound were designed, synthesized from nitroxide free radical piperidines and pyrrolines and the main structural unit of kinsenoside: 3-hydroxybutanolide. Antioxidant activity screening of these derivatives was performed using MTT method on rat pheochromocytoma PC12 cells. The antioxidative stress effect was further investigated on the changes of the important antioxidant enzyme activities and intracellular reactive oxygen species production Some of the derivatives showed comparable or superior antioxidative stress activity to kinsenoside. Also, most of the tested derivatives displayed obvious antioxidative ability in concentrations Cytotoxic assay simultaneously indicated that all compounds had very low toxicity to normal cells. Based on the observed results, the structure-activity relationship of these derivatives was discussed.

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Pyrroline – Wikipedia,
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Synthetic Route of C4H6O3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Production of chiral C3 and C4 units via microbial resolution of 2,3-dichloro-1-propanol, 3-chloro-1,2-propanediol and related halohydrins. Author is Kasai, Naoya; Suzuki, Toshio.

The study and development of microbial methods for the industrial-scale production of C3 and C4 chiral synthetic units such as 2,3-dichloro-1-propanol (DCP), epichlorohydrin (EP), 3-chloro-1,2-propanediol (CPD), glycidol (GLD), 4-chloro-3-hydroxy-butyrate (CHB), 3-hydroxy-γ-butyrolactone (HL) is described. The following points are emphasized: overall strategy; screening, isolation, and cultivation of bacteria; control of fermentation reactions; and transfer from lab- to production-scale.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Reference of (R)-4-Hydroxydihydrofuran-2(3H)-one. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Chiral, biomimetic total synthesis of (-)-aplysistatin. Author is Shieh, Hong Ming; Prestwich, Glenn D..

The marine antineoplastic agent aplysistatin (I), from Aplysia angasi, was prepared enantiospecifically in 6 steps from R-(+)-malic acid. The key step was the biomimetic cyclization of lactone II with 2,4,4,6-tetrabromocyclohexa-2,5-dienone in MeNO2 at 20° for 2 h to give a 19:81 mixture of dihydroaplysistatins III (β-Br, β-Me, α-H; α-Br, α-Me, β-H).

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Pyrroline – Wikipedia,
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Kasai, Naoya; Suzuki, Toshio published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Computed Properties of C4H6O3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:58081-05-3) through the article.

The study and development of microbial methods for the industrial-scale production of C3 and C4 chiral synthetic units such as 2,3-dichloro-1-propanol (DCP), epichlorohydrin (EP), 3-chloro-1,2-propanediol (CPD), glycidol (GLD), 4-chloro-3-hydroxy-butyrate (CHB), 3-hydroxy-γ-butyrolactone (HL) is described. The following points are emphasized: overall strategy; screening, isolation, and cultivation of bacteria; control of fermentation reactions; and transfer from lab- to production-scale.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem