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Literature DB >> 26523419

(9βH)-Pimaranes and Derivatives from the Tuber of Icacina trichantha.

Ming Zhao¹, Monday M Onakpa^1,2, Bernard D Santarsiero³, Wei-Lun Chen¹, Karina M Szymulanska-Ramamurthy¹, Steven M Swanson^1,4, Joanna E Burdette¹, Chun-Tao Che¹.

Abstract

New 17-nor-pimaranes (1, 2), (9βH)-pimaranes (3, 4), and 17-nor-(9βH)-pimarane (5) were isolated from the tuber of Icacina trichantha. The structures were elucidated based on spectroscopic and HRMS data. The absolute configurations of 3 and 5 were determined by single-crystal X-ray diffraction. Compound 5 possesses a unique 19,20-δ-lactone moiety. Compound 3 showed cytotoxicity against MDA-MB-435 (human melanoma cancer) cells with an IC50 value of 7.04 μM. A plausible biogenetic pathway for compounds 1-5 is proposed.

Entities: CellLine Chemical Disease Gene Species

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Year: 2015 PMID： 26523419 PMCID： PMC4703074 DOI： 10.1021/acs.jnatprod.5b00688

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

5 in total

1. Diterpenoids from Humirianthera ampla.

Authors: I B Graebner; M A Mostardeiro; E M Ethur; R A Burrow; E C Dessoy; A F Morel
Journal: Phytochemistry Date: 2000-04 Impact factor: 4.072

2. Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha.

Authors: Ming Zhao; Monday M Onakpa; Bernard D Santarsiero; Xiao-Jun Huang; Xiao-Qi Zhang; Jia Chen; Jian-Jun Cheng; Richard Longnecker; Chun-Tao Che
Journal: Org Lett Date: 2015-07-17 Impact factor: 6.005

3. Screening of Icacina trichantha extracts for pharmacological activity.

Authors: I U Asuzu; E E Ugwueze
Journal: J Ethnopharmacol Date: 1990-02 Impact factor: 4.360

4. 17-Norpimaranes and (9βH)-17-Norpimaranes from the Tuber of Icacina trichantha.

Authors: Ming Zhao; Michael Monday Onakpa; Wei-Lun Chen; Bernard D Santarsiero; Steven M Swanson; Joanna E Burdette; Isaac Uzoma Asuzu; Chun-Tao Che
Journal: J Nat Prod Date: 2015-03-17 Impact factor: 4.050

5. Cytotoxic (9βH)-pimarane and (9βH)-17-norpimarane diterpenes from the tuber of Icacina trichantha.

Authors: Michael Monday Onakpa; Ming Zhao; Tanja Gödecke; Wei-Lun Chen; Chun-Tao Che; Bernard D Santarsiero; Steven M Swanson; Isaac Uzoma Asuzu
Journal: Chem Biodivers Date: 2014-12 Impact factor: 2.408

5 in total

7 in total

1. Cardiac Glycoside Constituents of Streblus asper with Potential Antineoplastic Activity.

Authors: Yulin Ren; Wei-Lun Chen; Daniel D Lantvit; Ellen J Sass; Pratik Shriwas; Tran Ngoc Ninh; Hee-Byung Chai; Xiaoli Zhang; Djaja D Soejarto; Xiaozhuo Chen; David M Lucas; Steven M Swanson; Joanna E Burdette; A Douglas Kinghorn
Journal: J Nat Prod Date: 2016-12-16 Impact factor: 4.050

(9βH)-Pimaranes and Derivatives from the Tuber of Icacina trichantha.

1. Diterpenoids from Humirianthera ampla.

2. Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha.

3. Screening of Icacina trichantha extracts for pharmacological activity.

4. 17-Norpimaranes and (9βH)-17-Norpimaranes from the Tuber of Icacina trichantha.

5. Cytotoxic (9βH)-pimarane and (9βH)-17-norpimarane diterpenes from the tuber of Icacina trichantha.

1. Cardiac Glycoside Constituents of Streblus asper with Potential Antineoplastic Activity.

2. Activity of Icacinol from Icacina trichantha on Seedling Growth of Oryza sativa and Arabidopsis thaliana.

3. 19-nor-pimaranes from Icacina trichantha.

4. (9βH)- and 17-Nor-Pimaranes from Icacina oliviformis.

Review 5. Icacina trichantha, A Tropical Medicinal Plant.

6. Di-nor- and 17-nor-pimaranes from Icacina trichantha.

Review 7. A Synthetic View on Momilactones and Related 9β-H Pimarane Skeleton Diterpenoids.