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Authors = Chia-Ching Liaw

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Open AccessArticle Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata
Mar. Drugs 2015, 13(9), 5796-5814; doi:10.3390/md13095796
Received: 13 August 2015 / Revised: 7 September 2015 / Accepted: 9 September 2015 / Published: 15 September 2015
Cited by 3 | Viewed by 631 | PDF Full-text (566 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C–E (35), and five new norverticillene and verticillene diterpenoids, cespitaenins A–E (610), were isolated from the
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Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C–E (35), and five new norverticillene and verticillene diterpenoids, cespitaenins A–E (610), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C–C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic pathways of 1 and 2 are proposed. The absolute configuration of 1 was confirmed by Mosher’s method and molecular mechanics calculations (MM2). The cytotoxicities of compounds 110 were evaluated against a small panel of human cancer cell lines. Full article
Open AccessArticle New Briarane Diterpenoids from Taiwanese Soft Coral Briareum violacea
Mar. Drugs 2014, 12(8), 4677-4692; doi:10.3390/md12084677
Received: 28 May 2014 / Revised: 24 July 2014 / Accepted: 24 July 2014 / Published: 22 August 2014
Cited by 4 | Viewed by 1560 | PDF Full-text (1198 KB) | HTML Full-text | XML Full-text
Abstract
Ten new briarane diterpenoids, briaviolides A–J (110), together with six known briaranes, solenolides A and D, excavatolide A, briaexcavatolide I, 4β-acetoxy-9-deacetystylatulide lactone and 9-deacetylstylatulide lactone, were isolated from the Taiwanese soft coral, Briareum violacea. Their structures were determined
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Ten new briarane diterpenoids, briaviolides A–J (110), together with six known briaranes, solenolides A and D, excavatolide A, briaexcavatolide I, 4β-acetoxy-9-deacetystylatulide lactone and 9-deacetylstylatulide lactone, were isolated from the Taiwanese soft coral, Briareum violacea. Their structures were determined on the basis of spectroscopic data (1H- and 13C-NMR, 1H–1H COSY, HSQC, HMBC and NOESY), HR-MS and chemical methods. The absolute configuration of briaviolide A (1) was determined by X-ray crystallographic analysis. Compounds 5, 9 and derivative 11 showed moderate inhibitory activities on superoxide-anion generation and elastase release by human neutrophils in response to N-formyl-methionyl-leucyl-phenylalanine/ Cytochalasin B (fMLP/CB). Full article
(This article belongs to the collection Bioactive Compounds from Marine Invertebrates)
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Open AccessArticle Four New Briarane Diterpenoids from Taiwanese Gorgonian Junceella fragilis
Mar. Drugs 2013, 11(6), 2042-2053; doi:10.3390/md11062042
Received: 15 April 2013 / Revised: 22 May 2013 / Accepted: 27 May 2013 / Published: 10 June 2013
Cited by 10 | Viewed by 1634 | PDF Full-text (848 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Four new 8-hydroxybriarane diterpenoids, frajunolides P–S (14), together with umbraculolide A, juncenolide C, junceellonoid A and juncin R, were isolated from the acetone extract of the gorgonian Junceella fragilis, collected from the southeast coast of Taiwan. Compound 1
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Four new 8-hydroxybriarane diterpenoids, frajunolides P–S (14), together with umbraculolide A, juncenolide C, junceellonoid A and juncin R, were isolated from the acetone extract of the gorgonian Junceella fragilis, collected from the southeast coast of Taiwan. Compound 1 contains an unusual pivaloyloxy group at C-2, while 3 is a rare compound having a chlorine atom on the olefinic carbon (C-6). The structures of the isolated compounds were established by extensive spectroscopic analysis, including 1D- and 2D-NMR, as well as HRMS data. Compound 1 was further confirmed by X-ray crystallographic analysis. In the anti-inflammatory test, compounds 1 and 2 exhibited moderate inhibition on superoxide anion generation and elastase release by human neutrophils in response to formylmethionylleucyl-phenylalanine/dihydrocytochalasin B (fMLP/CB). Full article
Open AccessArticle New Lignans from the Leaves and Stems of Kadsura philippinensis
Molecules 2013, 18(6), 6573-6583; doi:10.3390/molecules18066573
Received: 13 May 2013 / Revised: 29 May 2013 / Accepted: 30 May 2013 / Published: 4 June 2013
Cited by 4 | Viewed by 2006 | PDF Full-text (429 KB) | HTML Full-text | XML Full-text
Abstract
Three novel C19 homolignans, taiwankadsurins D (1), E (2) and F (4), and two new C18 lignans kadsuphilins N (3) and O (5) were isolated from the aerial parts of Taiwanese medicinal plant
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Three novel C19 homolignans, taiwankadsurins D (1), E (2) and F (4), and two new C18 lignans kadsuphilins N (3) and O (5) were isolated from the aerial parts of Taiwanese medicinal plant Kadsura philippinensis. The structures of compounds 15 were determined by spectroscopic analyses, especially 2D NMR techniques. The structure of compound 5 was further confirmed by X-ray crystallographic analysis. Compounds 1 and 2 have a 3,4-{1'-[(Z)-2''-methoxy-2''-oxoethylidene]}-pentano(2,3-dihydrobenzo[b]furano)-3-(2'''-methoxycarbonyl-2'''-hydroxy-2''',3'-epoxide) skeleton. Full article
(This article belongs to the Section Natural Products)
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Open AccessArticle New Briarane Diterpenoids from the Gorgonian Coral Junceella juncea
Mar. Drugs 2012, 10(6), 1321-1330; doi:10.3390/md10061321
Received: 29 March 2012 / Revised: 18 May 2012 / Accepted: 29 May 2012 / Published: 7 June 2012
Cited by 12 | Viewed by 2403 | PDF Full-text (688 KB) | HTML Full-text | XML Full-text
Abstract
Chemical investigation of Junceella juncea has resulted in the isolation of three new briaranes designated juncenolides M–O (13). The structures of these compounds were determined by spectroscopic analysis including 2D-NMR (COSY, HMBC and NOESY) and HRMS. Compound 1 is
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Chemical investigation of Junceella juncea has resulted in the isolation of three new briaranes designated juncenolides M–O (13). The structures of these compounds were determined by spectroscopic analysis including 2D-NMR (COSY, HMBC and NOESY) and HRMS. Compound 1 is a new chlorinated briarane while compound 3 contains a rare methyl ester at C-16. The anti-inflammatory activities tested on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB were evaluated. Full article
Open AccessArticle Frajunolides L–O, Four New 8-Hydroxybriarane Diterpenoids from the Gorgonian Junceella fragilis
Mar. Drugs 2011, 9(9), 1477-1486; doi:10.3390/md9091477
Received: 8 July 2011 / Revised: 23 August 2011 / Accepted: 25 August 2011 / Published: 2 September 2011
Cited by 11 | Viewed by 2841 | PDF Full-text (1085 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Four new 8-hydroxybriarane diterpenoids, frajunolides L–O (14), were isolated from the Taiwanese gorgonian Junceella fragilis. The structures of compounds 14 were elucidated based on spectroscopic analysis, especially 2D NMR (1H-1H COSY, HSQC,
[...] Read more.
Four new 8-hydroxybriarane diterpenoids, frajunolides L–O (14), were isolated from the Taiwanese gorgonian Junceella fragilis. The structures of compounds 14 were elucidated based on spectroscopic analysis, especially 2D NMR (1H-1H COSY, HSQC, HMBC and NOESY) and HRMS. Compounds 1 and 4 showed weak anti-inflammatory activity as tested by superoxide anion generation and elastase release by human neutrophil in response to fMLP/CB. Compound 3 showed selective inhibition on elastase release in vitro. Full article
Open AccessArticle Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
Mar. Drugs 2011, 9(2), 256-277; doi:10.3390/md9020256
Received: 30 December 2010 / Revised: 31 January 2011 / Accepted: 7 February 2011 / Published: 10 February 2011
Cited by 16 | Viewed by 5053 | PDF Full-text (601 KB) | HTML Full-text | XML Full-text
Abstract
A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-b-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most
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A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-b-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most potent and selective activity against the tested tumor cells. As for inhibition of topoisomerase II, compounds 114 and 18 showed better activity than etoposide. Among them, compounds 3, 4, 7, 9, and 10 exhibited potent activity. The structure and activity relationship (SAR) study revealed correlation between carbon numbers of the side chain and biological activities. The molecular complex with DNA for compound 2 was proposed. Full article
(This article belongs to the Special Issue Marine Alkaloids)

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