Heterocyclic Building Block-benzofuran

Palladium(II)-catalyzed efficient synthesis of wedelolactone and evaluation as potential tyrosinase inhibitor was written by Huang, Huidan;Chen, Jianqiu;Ren, Jie;Zhang, Chaofeng;Ji, Fei. And the article was included in Molecules in 2019.Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one The following contents are mentioned in the article:

Tyrosinase is an enzyme widely distributed in nature, which has multiple functions, especially in the melanin biosynthesis pathway. Despite the few clin. available tyrosinase inhibitors for whitening, a great demand remains for novel compounds with low side effects in terms of potential carcinogenicity and improved clin. efficacy. A natural product, wedelolactone (WEL), with a polyhydroxyl moiety, attracted our attention as a potential tyrosinase inhibitor. Before we studied the biol. activity of the natural product, a synthetic methodol. research was firstly carried to obtain enough raw material. WEL could be obtained efficiently through palladium-catalyzed boronation/coupling reactions and 2,3-dicyano-5,6-dichlorobenzoquinone (DDQ)-involved oxidative deprotection/annulation reactions. Immediately after, the natural product was proven to be an efficient tyrosinase inhibitor. In conclusion, we developed a mild and efficient approach for the preparation of WEL, and the natural product was disclosed to have anti-tyrosinase activity, which could be widely used in multiple fields. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Protective effect of wedelolactone on acute D-galactosamine-induced acute liver injury in mice was written by Wang, Wenjie;Tian, Chunfang;Lv, Yongshun;Wang, Guojie. And the article was included in Latin American Journal of Pharmacy in 2020.SDS of cas: 524-12-9 The following contents are mentioned in the article:

This study aimed to investigate the protective effect of wedelolactone on D-galactosamine-induced acute liver injury (ALI) in mice. Fifty mice were divided into normal, model and 5, 10, and 20 mg/kg wedelolactone groups, 10 mice for each group. The latter three groups were treated with 5, 10, and 20 mg/kg by intragastric administration, resp., for consecutive days. Then, the D-galactosamine-induced ALI model was prepared in the latter four groups. Results showed that the wedelolactone pre-treatment could decrease the liver index, serum ALT, and AST levels, and liver tissue xanthine oxidase, malondialdehyde, nitric oxide, inducible nitric oxide synthetase (iNOS), interferon-γ and tumor necrosis factor α levels, and increase the liver tissue superoxide dismutase, glutathione peroxidase, interleukin 4 and interleukin 10 levels in ALI mice. In conclusion, wedelolactone has protective effect on acute D-galactosamine ALI in mice. The mechanism might be related to its resisting free radical damage and lipid peroxidation, inhibiting iNOS over-expression and regulating Th1/Th2 balance. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9SDS of cas: 524-12-9).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.SDS of cas: 524-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Trimodal synergistic antitumor drug delivery system based on graphene oxide was written by Zhang, Xuwu;Luo, Liyao;Li, Lei;He, Yuchu;Cao, Weiwei;Liu, Huan;Niu, Kang;Gao, Dawei. And the article was included in Nanomedicine (New York, NY, United States) in 2019.Synthetic Route of C16H10O7 The following contents are mentioned in the article:

A multifunctional antitumor drug delivery system was synthesized based on graphene oxide (GO) for near-IR (NIR) light controlling chemotherapeutic/photothermal (PTT) /photodynamic (PDT) trimodal synergistic therapy. The system named ICG-Wed-GO was formed by co-loading wedelolactone (Wed) and indocyanine green (ICG) on the surface of GO through π-π stacking interaction. Under NIR laser irradiation, ICG-Wed-GO could effectively absorb and transform optical energy to heat, generate reactive oxygen species (ROS) to ablating and damage tumor cells. The temperature of ICG-Wed-GO solution reached up to 79.4°C in 10 min with NIR irradiation In in vitro and in vivo study, ICG-Wed-GO showed excellent antitumor effect. After 14-day treatment of ICG-Wed-GO with NIR laser irradiation, the tumor disappeared completely on tumor-bearing mice. The low biotoxicity of ICG-Wed-GO was also proved. The system achieved the synergistic trimodal chemotherapeutic/photothermal/photodynamic treatment and demonstrated excellent antitumor effect, which is expected to have a greater potential for cancer therapy. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Synthetic Route of C16H10O7).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Synthetic Route of C16H10O7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Discovery and characterization of a novel glucose-6-phosphate dehydrogenase (G6PD) inhibitor via high-throughput screening was written by Luo, Zhongyuan;Du, Daohai;Liu, Yanjun;Lu, Tian;Liu, Liping;Jiang, Hualiang;Chen, Kaixian;Shan, Changliang;Luo, Cheng. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.COA of Formula: C16H10O7 The following contents are mentioned in the article:

Altered glucose-6-phosphate dehydrogenase (G6PD) status is influential in many cellular pathophysiol. processes and diseases, making G6PD a potential target for cancer therapy. However, the available G6PD inhibitors are very limited and restricted. Here we developed a reducing equivalent NADP (NADPH) absorption photometry assay based on enzyme kinetics to characterize G6PD activity. In this way, we performed a high-throughput screening (HTS) to an in house library. And then we identified compound named Wedelolactone inhibiting G6PD strongly in a non-competitive, reversible way. In addition, we did the surface Plasmon Resonance (SPR) assay and indicated the KD between Wedelolactone and G6PD protein was 3.64μM. Furthermore, our basic colony formation assay showed the inhibitory effect of Wedelolactone on the proliferation of ovarian cancer cells (IC50 âˆ?10μM). Thus, we provided a high-throughput screening assay to quickly and efficiently discover G6PD inhibitors, and identified Wedelolactone as a G6PD inhibitor, implying that Wedelolactone suppresses ovarian cancer partly through targeting G6PD. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9COA of Formula: C16H10O7).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.COA of Formula: C16H10O7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

A chemo-photothermal synergetic antitumor drug delivery system: Gold nanoshell coated wedelolactone liposome was written by Zhang, Xuwu;Liu, Yanping;Luo, Liyao;Li, Lei;Xing, Shanshan;Yin, Tian;Bian, Kexin;Zhu, Ruiyan;Gao, Dawei. And the article was included in Materials Science & Engineering in 2019.Related Products of 524-12-9 The following contents are mentioned in the article:

In this study, an antitumor drug delivery system, gold nanoshell coated wedelolactone liposomes (AuNS-Wed-Lip), were designed and synthesized. In the drug delivery system, wedelolactone liposome and gold-nanoshell were linked by L-cysteine, which had been shown an effective nanocarrier for antitumor drug delivery, on-demand drug release, and phototherapy under near-IR (NIR) light irradiation It was capable of absorbing 780-850 nm NIR light and converting light energy to heat rapidly. The hyperthermia promoted wedelolactone release rapidly from the systems. The release amount of AuNS-Wed-Lip under NIR irradiation reached up to 97.34% over 8 h, achieving the on-demand drug release. Moreover, a high inhibition rate up to 95.73% for 143B tumor cells by AuNS-Wed-Lip upon laser irradiation at 808 nm was observed The excellent inhibition efficacy was also displayed in vivo antitumor study with S180 tumor-bearing mice. The results demonstrated that AuNS-Wed-Lip, as an antitumor drug delivery system, achieved chemo-photothermal synergetic effect, which has great potential in cancer therapy. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Related Products of 524-12-9).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Related Products of 524-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Wedelolactone from vietnamese eclipta prostrata (L) L. protected zymosan-induced shock in mice was written by Cuong, Trinh Tat;Diem, Giang Huy;Doan, Tran Trung;Huy, Nguyen Quang;Phuong, Nguyen;Hung, Hoang the. And the article was included in Iranian Journal of Pharmaceutical Research in 2018.Synthetic Route of C16H10O7 The following contents are mentioned in the article:

Wedelolactone is known to have biol. activities such as anti-inflammation hepatitis, anti-hepatotoxic activity, and trypsin inhibitory effect. However, up to date, there has not been any deep study on the role of wedelolactone for zymosan-induced signaling pathways in the process of regulating the excessive inflammatory responses in host. Here, we demonstrated that wedelolactone plays an essential role for regulation of zymosan-induced inflammatory responses in murine bone marrow-derived macrophages (BMDMs). The zymosan-mediated secretion of tumor necrosis factor-α (TNF)-α, interleukin (IL)-6, and IL12p40 but not IL-10 in BMDMs was significantly inhibited by pre-treatment with wedelolactone (30 μg/mL, P < 0.001). Furthermore, zymosan-induced supreoxide generation, NADPH oxidase (P < 0.001), phosphorylation of p47phox in BMDMs were significantly reduced by pre-treatment of wedelolactone (30 μg/mL). Collectively, these data indicated that wedelolactone reduced zymosan-induced inflammatory responses. Moreover, in-vivo wedelolactone (30 mg/kg) was significantly rescued from zymosan-induced shock through inhibition of systemic inflammatory cytokine levels. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Synthetic Route of C16H10O7).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Synthetic Route of C16H10O7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Wedelolactone protects against cisplatin-induced nephrotoxicity in mice via inhibition of organic cation transporter 2 was written by Wang, Guangju;Bi, Yajuan;Xiong, Hui;Bo, Tongwei;Han, Lifeng;Zhou, Lijun;Zhang, Chunze;Zhang, Youcai. And the article was included in Human & Experimental Toxicology in 2021.COA of Formula: C16H10O7 The following contents are mentioned in the article:

The balance of cisplatin uptake and efflux, mediated mainly by organic cation transporter 2 (OCT2) and multidrug and toxin extrusion 1 (MATE1), resp., determines the renal accumulation and nephrotoxicity of cisplatin. Using transporter-mediated cellular uptake assay, we identified wedelolactone (WEL), a medicinal plant-derived natural compound, is a competitive inhibitor of OCT2 and a noncompetitive inhibitor of MATE1. Wedelolactone showed a selectivity to inhibit OCT2 rather than MATE1. Cytotoxicity studies revealed that wedelolactone alleviated cisplatin-induced cytotoxicity in OCT2-overexpressing HEK293 cells, whereas it did not alter the cytotoxicity of cisplatin in various cancer cell lines. Addnl., wedelolactone altered cisplatin pharmacokinetics, reduced kidney accumulation of cisplatin, and ameliorated cisplatin-induced acute kidney injury in the Institute of Cancer Research mice. In conclusion, these findings suggest a translational potential of WEL as a natural therapy for preventing cisplatin-induced nephrotoxicity and highlight the need for drug-drug interaction investigations of WEL with other treatments which are substrates of OCT2 and/or MATE1. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9COA of Formula: C16H10O7).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.COA of Formula: C16H10O7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Eclipta alba Linn-Bhringraj-overview was written by Kesekar, S. B.;Jadhav, R. S.;Vikhe, D. N.. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2019.Safety of 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one The following contents are mentioned in the article:

A review. False Daisy is an annual commonly found growing in waste ground. Stems are erect or prostate, entirely velvety, often rooting at nodes. Oppositely arranged stalkless, oblong, lance-shaped, or elliptic leaves are 2.5-7.5 cm long. It has a short, flat or round, brown stem and small white daisy-like flowers on a long stalk. Eclipta grows abundantly in the tropics and is used with success in Ayurvedic medicine. Bhringaraj was used by Hindus in their Shradh, the ceremony for paying respect to a recently deceased person. This plant is one of the Hindu’s “Ten Auspicious Flowers” and is sometimes called, “the king of hair.” The plant has Several phytoconstituents like wedelolactone, eclalbasaponins, ursolic acid, oleanolic acid, luteolin, and apigenin. Pharmacol. activities of plant extracts and individual phytoconstituents have revealed anticancer, hepatoprotective, snake venom neutralizing, anti-inflammatory, and antimicrobial properties. Phytoconstituents like wedelolactone and ursolic and oleanolic acids as well as luteolin and apigenin can form the basis of new drugs against cancer, arthritis, gastrointestinal disorders, skin diseases, and liver Disorders. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Safety of 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Safety of 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Wedelolactone targets EZH2-mediated histone H3K27 methylation in mantle cell lymphoma was written by Romanchikova, Nadezhda;Trapencieris, Peteris. And the article was included in Anticancer Research in 2019.Synthetic Route of C16H10O7 The following contents are mentioned in the article:

Background/Aim: Enhancer of zeste homolog 2 (EZH2), the catalytic subunit of polycomb repressive complex 2 (PRC2), possesses histone N-methyltransferase (HMT) activity and plays an essential role in cancer initiation and development. The aim of the present study was to investigate the potential of Wedelolactone (WL) to inhibit the methylation activity of EZH2. Materials and Methods: The mantle cell lymphoma (MCL) cell line, Mino, was treated with WL, while untreated cells were used as control. HMT activity and EZH2 amount were measured in nuclear extracts from WL-treated and control Mino cells. Results: WL was found to target EZH2-mediated histone H3K27 methylation. Along with the inhibition of H3K27 methylation in vitro (IC50 = 0.3μM), WL suppressed HMT activity in Mino cells with an IC50 value of 3.2μM. We detected a reduced amount of EZH2 in Mino cells treated with WL, compared to untreated control cells. Conclusion: This is the first study to show that WL induces inhibition of H3K27 methylation via EZH2 modulation and decreases cell proliferation in MCL, in vitro. WL is proposed as a promising agent and a novel epigenetic approach in MCL investigation and treatment. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Synthetic Route of C16H10O7).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Synthetic Route of C16H10O7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Development and validation of an HPLC-PDA method for quantitation of ten marker compounds from Eclipta prostrata (L.) and evaluation of their protein tyrosine phosphatase 1B, α-glucosidase, and acetylcholinesterase inhibitory activities was written by Nguyen, Duc Hung;Le, Duc Dat;Ma, Eun Sook;Min, Byung Sun;Woo, Mi Hee. And the article was included in Natural Product Sciences in 2020.Reference of 524-12-9 The following contents are mentioned in the article:

The aerial parts of Eclipta prostrata is used as a traditional medicine and vegetable. In traditional folk medicine, it is used for treatment of hemorrhages, hepatic, disease, renal injuries, hair loss, tooth mobility, and viper bites. In this study, ten compounds (1 – 10) were isolated from the aerial parts of E. prostrata. A reliable high performance liquid chromatog. equipped with photometric diode array detector (HPLC-PDA) method was developed to simultaneously quantitate 10 marker compounds [chlorogenic acid (1), paratensein 7-O-β-d-glucoside (2), quercetin 7-O-β-d-glucoside (3), luteolin 7-O-β-d-glucoside (4), apigenin 7-O-β-d-glucoside (5), apigenin 4′-O-β-d-glucoside (6), apigenin (7), luteolin (8), wedelolactone (9), and paratensein (10)]. In addition, compounds 5 and 6 showed considerable inhibitory effects against protein-tyrosine phosphatase 1B (PTP1B) enzyme. Moreover, compounds 6 – 8, and 10 exhibited potent α-glucosidase inhibitory effects with IC₅₀ values of 24.5 ± 1.9, 33.0 ± 0.5, 45.5 ± 0.1, and 23.8 ± 1.0μM, resp. All compounds (1 – 10) showed considerable acetylcholinesterase (AChE) inhibitory effects with IC₅₀ ranging from 30.1 to 75.2μM. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Reference of 524-12-9).

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Reference of 524-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem