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Literature DB >> 18611049

Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus.

Abstract

The minor hop ( Humulus lupulus) chalcones 3'-geranylchalconaringenin (3), 5'-prenylxanthohumol (4), flavokawin (5), xanthohumol H (8), xanthohumol C (9), and 1'',2''-dihydroxanthohumol C (10) were synthesized. The non-natural chalcones 3'-geranyl-6'-O-methylchalconaringenin (2), 3'-methylflavokawin (6), and 2'-O-methyl-3'-prenylchalconaringenin (7) were also synthesized. Cytotoxicity was investigated in HeLa cells, and these compounds all had IC 50 values comparable to xanthohumol (8.2-19.2 microM). The ORAC-fluorescein assay revealed potent antioxidative activity for 7 and 8 with 5.2 and 4.8 Trolox equivalents, respectively.

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Year: 2008 PMID： 18611049 DOI： 10.1021/np800188b

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

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Cited

17 in total

1. Synthesis and antibacterial activity of some heterocyclic chalcone analogues alone and in combination with antibiotics.

Authors: Thanh-Dao Tran; Thi-Thao-Nhu Nguyen; Tuong-Ha Do; Thi-Ngoc-Phuong Huynh; Cat-Dong Tran; Khac-Minh Thai
Journal: Molecules Date: 2012-06-01 Impact factor: 4.411

Review 2. The role of chalcones in suppression of NF-κB-mediated inflammation and cancer.

Authors: Vivek R Yadav; Sahdeo Prasad; Bokyung Sung; Bharat B Aggarwal
Journal: Int Immunopharmacol Date: 2010-12-22 Impact factor: 4.932

3. Antitumor agents 283. Further elaboration of desmosdumotin C analogs as potent antitumor agents: activation of spindle assembly checkpoint as possible mode of action.

Authors: Kyoko Nakagawa-Goto; Pei-Chi Wu; Kenneth F Bastow; Shuenn-Chen Yang; Sung-Liang Yu; Hsuan-Yu Chen; Jau-Chen Lin; Masuo Goto; Susan L Morris-Natschke; Pan-Chyr Yang; Kuo-Hsiung Lee
Journal: Bioorg Med Chem Date: 2011-01-15 Impact factor: 3.641

4. Total Synthesis and in Vitro Anti-Tumor-Promoting Activities of Racemic Acetophenone Monomers from Acronychia trifoliolata.

Authors: Chihiro Morita; Yukiko Kobayashi; Yohei Saito; Katsunori Miyake; Harukuni Tokuda; Nobutaka Suzuki; Eiichiro Ichiishi; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal: J Nat Prod Date: 2016-11-07 Impact factor: 4.050

Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus.

1. Synthesis and antibacterial activity of some heterocyclic chalcone analogues alone and in combination with antibiotics.

Review 2. The role of chalcones in suppression of NF-κB-mediated inflammation and cancer.

3. Antitumor agents 283. Further elaboration of desmosdumotin C analogs as potent antitumor agents: activation of spindle assembly checkpoint as possible mode of action.

4. Total Synthesis and in Vitro Anti-Tumor-Promoting Activities of Racemic Acetophenone Monomers from Acronychia trifoliolata.

5. Mechanisms of hop inhibition include the transmembrane redox reaction.

Review 6. Natural phenolic metabolites with anti-angiogenic properties - a review from the chemical point of view.

7. Cytotoxic effect of commercial Humulus lupulus L. (hop) preparations - In comparison to its metabolomic fingerprint.

8. Flavonoids: biosynthesis, biological functions, and biotechnological applications.

9. The involvement of xanthohumol in the expression of annexin in human malignant glioblastoma cells.

10. An update on antitumor activity of naturally occurring chalcones.