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      Two New Phenols from Scutellaria barbata

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          Abstract

          Two new phenols, 2( S)-2’,7-dihydroxy-5,8-dimethoxyflavanone ( 1) and ( S)-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydro-4H-pyran-4-one ( 2), were isolated from the ethanol extract of Scutellaria barbata. Their structures were elucidated on the basis of spectroscopic analysis.

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          Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.

          H Okabe, Junei Kinjo, T Nagao … (2002)
          The flavonoid fraction from the leaves of Lantana montevidensis Briq. (Verbenaceae) showed antiproliferative activity against human gastric adenocarcinoma (MK-1, GI50: 12 microg/ml), human uterus carcinoma (HeLa, 5 microg/ml), and murine melanoma (B16F10, 5 microg/ml) cells in vitro. Bioactivity-guided chemical investigation of the fraction has resulted in the isolation of apigenin (10) and ten 5,6,7-oxygenated flavones: cirsilineol (1), eupatorin (2), 5,4'-dihydroxy-6,7,3',5'-tetramethoxyflavone (3), 5,6-dihydroxy-7,3',4'-trimethoxyflavone (4), 5,6,4'-trihydroxy-7,3',5'-trimethoxyflavone (5), 5,6,3'-trihydroxy-7,4'-dimethoxyflavone (6), 5,3',4'-trihydroxy-6,7,5'-trimethoxyflavone (7), cirsiliol (8), hispidulin (9), and eupafolin (11). Antiproliferative activity of the isolated flavones, some other related flavones (luteolin, baicalein, 6-hydroxyluteolin, pectolinarigenin, jaceosidin, desmethoxycentaureidin, eupatilin, and chrysin) from other plant materials, and synthetic 6- and 7-methoxyflavones was evaluated, and the structure-activity relationships were examined.
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            Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides

            W Gaffield (1970)
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              A phase 1B dose escalation trial of Scutellaria barbata (BZL101) for patients with metastatic breast cancer.

              Vinicio A De Jesus Perez, Paul H S Shaw, Deborah Grady … (2010)
              The purpose of this study was to determine the safety and maximum tolerated dose (MTD) of BZL101 (FDA IND# 59,521), an orally delivered aqueous extract from the herb Scutellaria barbata, in women with metastatic breast cancer (MBC). The trial was an open-label, phase 1B, multicenter, dose escalation study. Eligible patients had histologically confirmed breast cancer and measurable stage IV disease. The standard phase 1 "3 + 3" study design was used to determine the MTD. Primary endpoints were toxicity and MTD of BZL101. Secondary outcomes included efficacy based on RECIST criteria. A total of 27 women with a median of 2 prior chemotherapy treatments for metastatic disease were treated in four different dose cohorts. Grade 3 and 4 adverse events (AEs) were uncommon. Dose-limiting toxicities included the following: grade 4 AST elevation, grade 3 diarrhea, grade 3 fatigue, and grade 3 rib pain. Fourteen patients were evaluable according to Response Evaluation Criteria in Solid Tumors. Investigator assessment classified three patients with stable disease for >120 days (21%). One patient was on BZL101 for 449 days and remains stable for 700 + days. Independent radiology review identified three patients with objective tumor regression (>0% and <30%). The MTD was not reached, thus per protocol, the MTD was defined as the maximum administered dose of BZL101 40 g/day. In conclusion, oral administration of BZL101 was safe, well tolerated, and showed promising clinical evidence of anticancer activity in this heavily pretreated population of women with MBC.
              Article 0 comments Cited 26 times – based on 0 reviews     Review now
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                Author and article information

                Journal
                Journal ID (nlm-ta): Molecules
                Journal ID (iso-abbrev): Molecules
                Journal ID (publisher-id): molecules
                Title: Molecules
                Publisher: MDPI
                ISSN (Electronic): 1420-3049
                Publication date (Electronic): 07 February 2011
                Publication date Collection: February 2011
                Volume: 16
                Issue: 2
                Pages: 1402-1408
                Affiliations
                [1 ]Anhui Key Laboratory of Modernized Chinese Materia Medica, Anhui University of Traditional Chinese Medicine, Hefei 230031, China
                [2 ]BioBioPha Co., Ltd., Kunming 650204, China
                [3 ]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China
                Author notes
                [* ] Author to whom correspondence should be addressed; E-Mail: jkliu@ 123456mail.kib.ac.cn ; Tel.: +86-871-5216327; Fax: +86-871-5150227.
                Article
                Publisher ID: molecules-16-01402
                DOI: 10.3390/molecules16021402
                PMC ID: 6259753
                PubMed ID: 21301412
                SO-VID: 3b33dbd3-5988-41f2-8f00-38cf313f1181
                Copyright © © 2011 by the authors;
                License:

                licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                Date received : 04 January 2011
                Date accepted : 11 January 2011
                Categories
                Subject: Article

                Keywords: scutellaria barbata,2(s)-2’,7-dihydroxy-5,8-dimethoxyflavanone,(s)-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydro-4h-pyran-4-one,labiatae
                Data availability:
                Keywords: scutellaria barbata, 2(s)-2’,7-dihydroxy-5,8-dimethoxyflavanone, (s)-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydro-4h-pyran-4-one, labiatae

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