112711-16-7Relevant academic research and scientific papers
Design, synthesis and cytotoxic activity of novel sulfonylurea derivatives of podophyllotoxin
Zhang, Zhi-Jun,Tian, Jing,Wang, Li-Ting,Wang, Mei-Juan,Nan, Xiang,Yang, Liu,Liu, Ying-Qian,Morris-Natschke, Susan L.,Lee, Kuo-Hsiung
, p. 204 - 210 (2014)
Three series of novel sulfonylurea podophyllotoxin derivatives were designed, synthesized, and evaluated for in vitro cytotoxicity against four tumor cell lines (A-549, DU-145, KB and KBvin). Compounds 14c (IC50: 1.41-1.76 μM) and 14e (IC5
Gold(i)-catalyzed Nicholas reaction with aromatic molecules utilizing a bifunctional propargyl dicobalt hexacarbonyl complex
Okamura, Toshitaka,Fujiki, Shogo,Iwabuchi, Yoshiharu,Kanoh, Naoki
supporting information, p. 8522 - 8526 (2019/10/02)
A benchtop-stable reagent for the catalytic Nicholas reaction was developed. By combining a propargyl dicobalt hexacarbonyl cluster with an ortho-alkynylbenzoate unit and a fluorous tag, introduction of a propargyl hexacarbonyl complex on various aromatic compounds having acid- or base-sensitive functional groups becomes possible by using a gold(i) catalyst. In addition, the presence of a fluorous tag facilitates convenient separation of the target products from byproducts.
Catalytic Enantioselective Synthesis of (-)-Podophyllotoxin
Hajra, Saumen,Garai, Sujay,Hazra, Sunit
supporting information, p. 6530 - 6533 (2017/12/26)
The first catalytic enantioselective total synthesis of (-)-podophyllotoxin is accomplished by a challenging organocatalytic cross-aldol Heck cyclization and distal stereocontrolled transfer hydrogenation in five steps from three aldehydes. Reversal of se
Antitumor agents. Part 232: Synthesis of cyclosulfite podophyllotoxin analogues as novel prototype antitumor agents
Xiao, Zhiyan,Han, Shiqing,Bastow, Kenneth F.,Lee, Kuo-Hsiung
, p. 1581 - 1584 (2007/10/03)
An 11,13-O,O′-cyclosulfite GL-331 analogue (7) was synthesized in six steps from podophyllotoxin and evaluated as a potential antitumor agent. Compound 7 was significantly cytotoxic against human tumor cell lines, but showed no inhibition against human DN
Antitumor agents. 207. Design, synthesis, and biological testing of 4β-anilino-2-fluoro-4′-demethylpodophyllotoxin analogues as cytotoxic and antiviral agents
VanVliet,Tachibana,Bastow,Huang,Lee
, p. 1422 - 1428 (2007/10/03)
2-Fluoropodophyllotoxin (11) and several 4β-anilino-2-fluoro-4′-O-demethyl analogues were synthesized and evaluated in both antineoplastic and antiviral assays. These compounds were moderately active against some cancer cell lines, but they were less acti
Synthesis of picropodophyllin homolactone
Roulland, Emmanuel,Bertounesque, Emmanuel,Huel, Christiane,Monneret, Claude
, p. 6769 - 6773 (2007/10/03)
Based on a Wittig olefination strategy, the first synthesis of picropodophyllin homolactone 2 is described in nine steps and 30% overall yield from podophyllotoxine 1. The relative configuration of 2 was unambiguously determined using 2D NOESY NMR and a Monte Carlo search protocol. This work corrects the literature on the synthesis of 2. (C) 2000 Elsevier Science Ltd.
A high yield preparation of 2-fluoropodophyllotoxin
VanVliet, David S.,Lee, Kuo-Hsiung
, p. 2259 - 2262 (2007/10/03)
The high yield synthesis of 2-fluoropodophyllotoxin is presented. This preparation represents the first example of a 100% diastereospecific electrophilic fluorination.
Synthesis of sterically fixed podophyllotoxins
Laatsch, Hartmut,Ernst, Bernd Peter,Noltemeyer, Mathias
, p. 731 - 737 (2007/10/03)
Podophyllotoxin and epi-podophyllotoxin derivatives (1/2) with an unsaturated side chain at C-5a were obtained by C-alkylation of protected derivatives of 1. The azide 3a afforded 4 in quantitative yield at 80°C. With pyridine/acetyl chloride, the latter yielded the rigid epi-podophyllotoxin derivative 7, whose structure was established by crystal structure analysis. All reported podophyllotoxin derivatives are less cytotoxic than podophyllotoxin (1a) itself. VCH Verlagsgesellschaft mbH, 1996.
Asymmetric Total Synthesis of (-)-Podophyllotoxin
Andrews, Robert C.,Teague, Simon J.,Meyers, A. I.
, p. 7854 - 7858 (2007/10/02)
Using a diastereoselective addition of the appropriate aryllithium to a naphtalene-containing chiral oxazoline leads to advanced intermadiate 11 in the podophyllotoxin series.The latter is obtained in a 92:8 de.Transformation of the oxazoline moiety to the requisite lactone 18 followed by invoking the Kende route to the target gave natural (-)-podophyllotoxin in 94 percent ee.The overall yield of the sequence, accomplished in 24 steps, was 5 percent.
Studies on the Constituents of the Seeds of Hernandia ovigera L. VI. Isolation and Structural Determination of Three Lignans
Tanoguchi, Mariko,Arimoto, Masao,Saika, Hideyuki,Yamaguchi, Hideo
, p. 4162 - 4168 (2007/10/02)
Three kinds of lignans, including a new lignan, named hernolactone, were isolated from the seeds of Hernandia ovigera L. besides six previously reported lignans, desoxypodophyllotoxin (DPT), desoxypicropodophyllin, bursehernin, podorhizol, hernandin and d
