Literature DB >> 34664594

Recent strategies and tactics for the enantioselective total syntheses of cyclolignan natural products.

Rebekah G Reynolds1, Huong Quynh Anh Nguyen1, Jordan C T Reddel1, Regan J Thomson1.   

Abstract

Covering: 2000 to 2021Lignan natural products are found in many different plant species and possess numerous useful biological properties, such as anti-inflammatory, antiviral, antioxidant, antibacterial, and antitumor activities. Their utility in both traditional and conventional medicine, coupled with their structural diversity has made them popular synthetic targets over many decades. This review specifically addresses the cyclolignan subclass of the family, which possess both a C8-C8' and a C2-C7' linkage between two different phenylpropene units. We present a comprehensive overview of the diverse strategies employed by chemists to achieve enantioselective total syntheses of cyclolignans covering: 2000 to 2021.

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Year:  2022        PMID: 34664594      PMCID: PMC8957534          DOI: 10.1039/d1np00057h

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  76 in total

1.  Synthesis and cytotoxic evaluation of C-9 oxidized podophyllotoxin derivatives.

Authors:  Ma Angeles Castro; José M Miguel del Corral; Marina Gordaliza; Pablo A García; Ma Antonia Gómez-Zurita; Arturo San Feliciano
Journal:  Bioorg Med Chem       Date:  2006-12-12       Impact factor: 3.641

2.  TRIP-Catalyzed Asymmetric Synthesis of (+)-Yatein, (-)-α-Conidendrin, (+)-Isostegane, and (+)-Neoisostegane.

Authors:  Peter Hartmann; Mattia Lazzarotto; Lorenz Steiner; Emmanuel Cigan; Silvan Poschenrieder; Peter Sagmeister; Michael Fuchs
Journal:  J Org Chem       Date:  2019-04-05       Impact factor: 4.354

3.  Aryltetralol and aryltetralone lignans from Holostylis reniformis.

Authors:  Tito da Silva; Lucia M X Lopes
Journal:  Phytochemistry       Date:  2006-03-23       Impact factor: 4.072

4.  Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis.

Authors:  Yasuhiro Tezuka; Kouhei Morikawa; Feng Li; Lidyawati Auw; Suresh Awale; Takahiro Nobukawa; Shigetoshi Kadota
Journal:  J Nat Prod       Date:  2010-12-07       Impact factor: 4.050

5.  Lignans from the Roots of Taxus wallichiana and Their α-Glucosidase Inhibitory Activities.

Authors:  Phu H Dang; Hai X Nguyen; Hanh H T Nguyen; Thai D Vo; Tho H Le; Trong H N Phan; Mai T T Nguyen; Nhan T Nguyen
Journal:  J Nat Prod       Date:  2017-06-05       Impact factor: 4.050

6.  The intramolecular carboxyarylation approach to podophyllotoxin.

Authors:  Aaron J Reynolds; Andrew J Scott; Craig I Turner; Michael S Sherburn
Journal:  J Am Chem Soc       Date:  2003-10-08       Impact factor: 15.419

7.  Enantioselective formal synthesis of (-)-podophyllotoxin from (2S,3R)-3-arylaziridine-2-carboxylate.

Authors:  Masato Takahashi; Noriyuki Suzuki; Tsutomu Ishikawa
Journal:  J Org Chem       Date:  2013-03-26       Impact factor: 4.354

8.  Discovery of podophyllotoxins.

Authors:  T F Imbert
Journal:  Biochimie       Date:  1998-03       Impact factor: 4.079

Review 9.  The clinical pharmacology of etoposide and teniposide.

Authors:  P I Clark; M L Slevin
Journal:  Clin Pharmacokinet       Date:  1987-04       Impact factor: 6.447

10.  Total synthesis of (+)-linoxepin by utilizing the Catellani reaction.

Authors:  Harald Weinstabl; Marcel Suhartono; Zafar Qureshi; Mark Lautens
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-16       Impact factor: 15.336

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  1 in total

1.  Asymmetric total synthesis of four bioactive lignans using donor-acceptor cyclopropanes and bioassay of (-)- and (+)-niranthin against hepatitis B and influenza viruses.

Authors:  Ryotaro Ota; Daichi Karasawa; Mizuki Oshima; Koichi Watashi; Noriko Shimasaki; Yoshinori Nishii
Journal:  RSC Adv       Date:  2022-02-07       Impact factor: 3.361

  1 in total

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