Literature DB >> 29624062

Secondary Metabolites, Monoterpene-Polyketides Containing a Spiro[3.5]nonane from Cryptocarya laevigata.

Fumika Tsurumi1, Yuta Miura1, Yohei Saito1, Katsunori Miyake2, Tetsuo Fujie1, David J Newman3, Barry R O'Keefe4,5, Kuo-Hsiung Lee6,7, Kyoko Nakagawa-Goto1,6.   

Abstract

Six novel lactone derivatives, cryptolaevilactones A-F (1-6), were isolated from Cryptocarya laevigata. Their unique spiro[3.5]nonane moiety by hetero [2 + 2] cyclization with monoterpene and polyketide was found for the first time in nature. Structural elucidation using various nuclear magnetic resonance (NMR) techniques revealed that 1-3 and 4-6 are diastereomers and partially established the absolute configurations.

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Year:  2018        PMID： 29624062      PMCID： PMC6481162          DOI： 10.1021/acs.orglett.8b00624

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  13 in total

1.  Alkaloids of the wood of Cryptocarya chinensis.

Authors:  T S Wu; F W Lin
Journal:  J Nat Prod       Date:  2001-11       Impact factor: 4.050

2.  1H NMR chemical shifts of cyclopropane and cyclobutane: a theoretical study.

Authors:  Marija Baranac-Stojanović; Milovan Stojanović
Journal:  J Org Chem       Date:  2013-01-28       Impact factor: 4.354

3.  Acetophenone Monomers from Acronychia trifoliolata.

Authors:  Katsunori Miyake; Airi Suzuki; Chihiro Morita; Masuo Goto; David J Newman; Barry R O'Keefe; Susan L Morris-Natschke; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal:  J Nat Prod       Date:  2016-10-24       Impact factor: 4.050

4.  6-[omega-arylalkenyl]-5,6-dihydro-alpha-pyrones from Cryptocarya moschata (Lauraceae).

Authors:  A J Cavalheiro; M Yoshida
Journal:  Phytochemistry       Date:  2000-04       Impact factor: 4.072

5.  Cryptocaryols A-H, α-pyrone-containing 1,3-polyols from Cryptocarya sp. implicated in stabilizing the tumor suppressor Pdcd4.

Authors:  Tanja Grkovic; Johanna S Blees; Nancy H Colburn; Tobias Schmid; Cheryl L Thomas; Curtis J Henrich; James B McMahon; Kirk R Gustafson
Journal:  J Nat Prod       Date:  2011-05-03       Impact factor: 4.050

6.  Nitric Oxide Inhibitory Activity and Absolute Configurations of Arylalkenyl α,β-Unsaturated δ/γ-Lactones from Cryptocarya concinna.

Authors:  Bing-Yuan Yang; Ling-Yi Kong; Xiao-Bing Wang; Yang-Mei Zhang; Rui-Jun Li; Ming-Hua Yang; Jian-Guang Luo
Journal:  J Nat Prod       Date:  2016-01-07       Impact factor: 4.050

7.  Inhibitors of the NF-kappaB activation pathway from Cryptocarya rugulosa.

Authors:  Tamara L Meragelman; Dominic A Scudiero; R Eric Davis; Louis M Staudt; Thomas G McCloud; John H Cardellina; Robert H Shoemaker
Journal:  J Nat Prod       Date:  2009-03-27       Impact factor: 4.050

8.  Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata.

Authors:  Vincent Dumontet; Nguyen Van Hung; Marie-Thérèse Adeline; Claude Riche; Angèle Chiaroni; Thierry Sévenet; Françoise Guéritte
Journal:  J Nat Prod       Date:  2004-05       Impact factor: 4.050

9.  Antimalarial 5,6-Dihydro-α-pyrones from Cryptocarya rigidifolia: Related Bicyclic Tetrahydro-α-Pyrones Are Artifacts1.

Authors:  Yixi Liu; L Harinantenaina Rakotondraibe; Peggy J Brodie; Jessica D Wiley; Maria B Cassera; James S Miller; F Ratovoson; Etienne Rakotobe; Vincent E Rasamison; David G I Kingston
Journal:  J Nat Prod       Date:  2015-06-04       Impact factor: 4.050

10.  Applications of C-H functionalization logic to cyclobutane synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  J Org Chem       Date:  2014-02-27       Impact factor: 4.354
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