Clerodane diterpenes: sources, structures, and biological activities

Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable...

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Published inNatural product reports Vol. 33; no. 1; pp. 1166 - 1226
Main Authors Li, Rongtao, Morris-Natschke, Susan L, Lee, Kuo-Hsiung
Format Journal Article
LanguageEnglish
Published England 01.01.2016
Subjects
antifeedants
bioactive properties
chemotaxonomy
Diterpenes, Clerodane - chemistry
Diterpenes, Clerodane - isolation & purification
Diterpenes, Clerodane - pharmacology
diterpenoids
insects
mechanism of action
Molecular Structure
Salvia
Salvia - chemistry
Salvia divinorum
secondary metabolites
structure-activity relationships
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Abstract Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented. The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups.
AbstractList Covering: 1990 to 2015The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented.
Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented.
The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented.
Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented. The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups.
Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented.
Author Lee, Kuo-Hsiung
Morris-Natschke, Susan L
Li, Rongtao
AuthorAffiliation Natural Products Research Laboratories
Kunming University of Science and Technology
UNC Eshelman School of Pharmacy
Chinese Medicine Research and Development Center
University of North Carolina at Chapel Hill
Faculty of Life Science and Technology
China Medical University and Hospital
AuthorAffiliation_xml – sequence: 0
  name: China Medical University and Hospital
– sequence: 0
  name: Kunming University of Science and Technology
– sequence: 0
  name: UNC Eshelman School of Pharmacy
– sequence: 0
  name: Chinese Medicine Research and Development Center
– sequence: 0
  name: Faculty of Life Science and Technology
– sequence: 0
  name: University of North Carolina at Chapel Hill
– sequence: 0
  name: Natural Products Research Laboratories
– name: b Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, North Carolina 27599-7568, USA
– name: a Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, People's Republic of China
– name: c Chinese Medicine Research and Development Center, China Medical University and Hospital, Taichung, Taiwan
Author_xml – sequence: 1
  givenname: Rongtao
  surname: Li
  fullname: Li, Rongtao
– sequence: 2
  givenname: Susan L
  surname: Morris-Natschke
  fullname: Morris-Natschke, Susan L
– sequence: 3
  givenname: Kuo-Hsiung
  surname: Lee
  fullname: Lee, Kuo-Hsiung
BackLink https://www.ncbi.nlm.nih.gov/pubmed/27433555$$D View this record in MEDLINE/PubMed
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Susan L. Morris-Natschke received her B.S. in chemistry from the University of Maryland-College Park in 1975 and her Ph.D. in organic chemistry from the University of North Carolina-Chapel Hill (UNC-CH) in 1982. She is currently Research Professor in the Division of Chemical Biology and Medicinal Chemistry, UNC Eshelman School of Pharmacy, UNC-CH, where she has been on the faculty since 1983. Her interests include scientific writing/editing, as well as the synthesis and structure-activity relationships of bioactive natural products.
Rong-Tao Li received her Ph.D at Kunming Institute of Botany, Chinese Academy of Science (CAS) in 2004, under the guidance of Prof. Han-Dong Sun. She worked with Prof. Kuo-Hsiung Lee from March 2013 to June 2014, as a Visiting Professor at the UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill. She has been awarded several prizes conferred by national, CAS, provincial, or ministerial authorities, including the "National Excellent Doctoral Dissertation of P.R. China" in 2006, the "New Century Excellent Talents on University" in 2006, the "Young Academic and Technical Leader of Yunnan Province" in 2009, and the "Excellent Doctoral Dissertation of the Chinese Academy of Science" and "CPA-Servier Yong Investigator Award in Medicinal Chemistry" 2005. She has performed phytochemical studies on about 50 plants, published 12 patents, and over 130 scientific papers. She is now Professor, Kunming University of Science and Technology (2005-present). Her current research interests involve the activity-directed isolation, structure elucidation and the structure-activity relationships of natural products from medically important plants.
Electronic supplementary information (ESI) available: Tables 2-32: compound structures arranged by chemical classifications structures of clerodane diterpenes arranged by source. See DOI
Kuo-Hsiung Lee received his B.S. in pharmacy from Kaohsiung Medical University, Taiwan (1961), M.S. in pharmaceutical chemistry from Kyoto University, Japan (1965), and Ph.D. in medicinal chemistry from University of Minnesota, Minneapolis (1968). He joined the faculty of UNC Eshelman School of Pharmacy, University of North Carolina-Chapel Hill, in 1970 and is now Kenan Distinguished Professor of Medicinal Chemistry and Director of the Natural Products Research Laboratories. He has published over 848 research articles, been granted over 114 patents, and received numerous awards, including most recently, the Third Cheung On Tak International Award for Outstanding Achievement in Chinese Medicine from Hong Kong Baptist University, School of Chinese Medicine in 2016.
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Snippet Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from...
Covering: 1990 to 2015The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from...
Covering: 1990 to 2015 The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from...
The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and...
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SubjectTerms antifeedants
bioactive properties
chemotaxonomy
Diterpenes, Clerodane - chemistry
Diterpenes, Clerodane - isolation & purification
Diterpenes, Clerodane - pharmacology
diterpenoids
insects
mechanism of action
Molecular Structure
Salvia
Salvia - chemistry
Salvia divinorum
secondary metabolites
structure-activity relationships
Title Clerodane diterpenes: sources, structures, and biological activities
URI https://www.ncbi.nlm.nih.gov/pubmed/27433555
https://www.proquest.com/docview/1825215520
https://www.proquest.com/docview/1827917790
https://www.proquest.com/docview/2271811898
https://pubmed.ncbi.nlm.nih.gov/PMC5154363
Volume 33
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