Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

Literature DB >> 32639751

Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

Bin Zhou¹, Yvette Alania^2,3, Mariana C Reis^2,3, James B McAlpine^1,4, Ana K Bedran-Russo^2,3,4, Guido F Pauli^1,4, Shao-Nong Chen^1,4.

Abstract

An investigation of the dental bioactive proanthocyanidin (PAC) oligomer fractions led to three structurally distinct new PACs (1-3) from pine bark. Pinutwindoublin (1) is the first reported trimer with double A-type interflavanyl linkages (2α→O→5,4α→6 and 2α→O→7,4α→8). Pinuspirotetrin (2) represents the first reported PAC tetramer with a heterodimeric framework consisting of one spiro-type and one A-type dimer. Pinumassohexin (3) was elucidated as a mixed A + B-type hexamer that consists of a peanut-derived tetramer, peanut procyanidin E, and an A-type dimer (5). Compound 3 increased the modulus of elasticity of dentin by an impressive 4.3 times at a concentration of 0.65%.

Entities: Chemical Disease Species

Mesh：

Substances：

Year: 2020 PMID： 32639751 PMCID： PMC7521950 DOI： 10.1021/acs.orglett.0c01439

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

11 in total

Review 1. Catechin polyphenols: neurodegeneration and neuroprotection in neurodegenerative diseases.

Authors: Silvia Mandel; Moussa B H Youdim
Journal: Free Radic Biol Med Date: 2004-08-01 Impact factor: 7.376

Review 2. Circular dichroism, a powerful tool for the assessment of absolute configuration of flavonoids.

Authors: Desmond Slade; Daneel Ferreira; Jannie P J Marais
Journal: Phytochemistry Date: 2005-09 Impact factor: 4.072

3. Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

Authors: Bin Zhou; Yvette Alania; Mariana C Reis; James B McAlpine; Ana K Bedran-Russo; Guido F Pauli; Shao-Nong Chen
Journal: Org Lett Date: 2020-07-08 Impact factor: 6.005

4. Absolute Configuration of Native Oligomeric Proanthocyanidins with Dentin Biomodification Potency.

Authors: Joo-Won Nam; Rasika S Phansalkar; David C Lankin; James B McAlpine; Ariene A Leme-Kraus; Cristina M P Vidal; Li-She Gan; Ana Bedran-Russo; Shao-Nong Chen; Guido F Pauli
Journal: J Org Chem Date: 2017-01-18 Impact factor: 4.354

5. Anticancer effects of oligomeric proanthocyanidins on human colorectal cancer cell line, SNU-C4.

Authors: Youn-Jung Kim; Hae-Jeong Park; Seo-Hyun Yoon; Mi-Ja Kim; Kang-Hyun Leem; Joo-Ho Chung; Hye-Kyung Kim
Journal: World J Gastroenterol Date: 2005-08-14 Impact factor: 5.742

6. Anti-inflammatory effect and mechanism of proanthocyanidins from grape seeds.

Authors: W G Li; X Y Zhang; Y J Wu; X Tian
Journal: Acta Pharmacol Sin Date: 2001-12 Impact factor: 6.150

7. Bioactive A-type proanthocyanidins from Cinnamomum cassia.

Authors: K Brian Killday; Matthew H Davey; Jan A Glinski; Penggao Duan; Ravikanth Veluri; Gloria Proni; F Joseph Daugherty; Michael S Tempesta
Journal: J Nat Prod Date: 2011-08-29 Impact factor: 4.050

8. Role of anthocyanidin reductase, encoded by BANYULS in plant flavonoid biosynthesis.

Authors: De-Yu Xie; Shashi B Sharma; Nancy L Paiva; Daneel Ferreira; Richard A Dixon
Journal: Science Date: 2003-01-17 Impact factor: 47.728

9. Subtle Chemical Shifts Explain the NMR Fingerprints of Oligomeric Proanthocyanidins with High Dentin Biomodification Potency.

Authors: Joo-Won Nam; Rasika S Phansalkar; David C Lankin; Jonathan Bisson; James B McAlpine; Ariene A Leme; Cristina M P Vidal; Benjamin Ramirez; Matthias Niemitz; Ana Bedran-Russo; Shao-Nong Chen; Guido F Pauli
Journal: J Org Chem Date: 2015-07-27 Impact factor: 4.354

Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

Review 1. Catechin polyphenols: neurodegeneration and neuroprotection in neurodegenerative diseases.

Review 2. Circular dichroism, a powerful tool for the assessment of absolute configuration of flavonoids.

3. Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

4. Absolute Configuration of Native Oligomeric Proanthocyanidins with Dentin Biomodification Potency.

5. Anticancer effects of oligomeric proanthocyanidins on human colorectal cancer cell line, SNU-C4.

6. Anti-inflammatory effect and mechanism of proanthocyanidins from grape seeds.

7. Bioactive A-type proanthocyanidins from Cinnamomum cassia.

8. Role of anthocyanidin reductase, encoded by BANYULS in plant flavonoid biosynthesis.

9. Subtle Chemical Shifts Explain the NMR Fingerprints of Oligomeric Proanthocyanidins with High Dentin Biomodification Potency.

10. Isolation and characterization of polyphenol type-A polymers from cinnamon with insulin-like biological activity.

1. Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins from Pinus massoniana.

2. B-type Proanthocyanidins with Dentin Biomodification Activity from Cocoa (Theobroma cacao).

3. Proanthocyanidin Block Arrays (PACBAR) for Comprehensive Capture and Delineation of Proanthocyanidin Structures.

4. Proanthocyanidin Tetramers and Pentamers from Cinnamomum verum Bark and Their Dentin Biomodification Bioactivities.