Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant

Echinoderms have been attracting increasing attention for their polysaccharides, with unique chemical structure and enormous potential for preparing drugs to treat diseases. In this study, a glucan (TPG) was obtained from the brittle star <i>Trichaster palmiferus</i>. Its structure was e...

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Main Authors: Haiqiong Ma, Qingxia Yuan, Hao Tang, Hongjie Tan, Tingting Li, Shiying Wei, Jinwen Huang, Yue Yao, Yaping Hu, Shengping Zhong, Yonghong Liu, Chenghai Gao, Longyan Zhao
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/21/3/148
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author Haiqiong Ma
Qingxia Yuan
Hao Tang
Hongjie Tan
Tingting Li
Shiying Wei
Jinwen Huang
Yue Yao
Yaping Hu
Shengping Zhong
Yonghong Liu
Chenghai Gao
Longyan Zhao
author_facet Haiqiong Ma
Qingxia Yuan
Hao Tang
Hongjie Tan
Tingting Li
Shiying Wei
Jinwen Huang
Yue Yao
Yaping Hu
Shengping Zhong
Yonghong Liu
Chenghai Gao
Longyan Zhao
author_sort Haiqiong Ma
collection DOAJ
description Echinoderms have been attracting increasing attention for their polysaccharides, with unique chemical structure and enormous potential for preparing drugs to treat diseases. In this study, a glucan (TPG) was obtained from the brittle star <i>Trichaster palmiferus</i>. Its structure was elucidated by physicochemical analysis and by analyzing its low-molecular-weight products as degraded by mild acid hydrolysis. The TPG sulfate (TPGS) was prepared, and its anticoagulant activity was investigated for potential development of anticoagulants. Results showed that TPG consisted of a consecutive α1,4–linked D-glucopyranose (D-Glc<i>p</i>) backbone together with a α1,4–linked D-Glc<i>p</i> disaccharide side chain linked through C-1 to C-6 of the main chain. The TPGS was successfully prepared with a degree of sulfation of 1.57. Anticoagulant activity results showed that TPGS significantly prolonged activated partial thromboplastin time, thrombin time, and prothrombin time. Furthermore, TPGS obviously inhibited intrinsic tenase, with an EC<sub>50</sub> value of 77.15 ng/mL, which was comparable with that of low-molecular-weight heparin (LMWH) (69.82 ng/mL). TPGS showed no AT-dependent anti-FIIa and anti-FXa activities. These results suggest that the sulfate group and sulfated disaccharide side chains play a crucial role in the anticoagulant activity of TPGS. These findings may provide some information for the development and utilization of brittle star resources.
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spelling doaj.art-0cf2a7bf1e1049d29d1abae2f0943b4d2023-11-17T12:17:12ZengMDPI AGMarine Drugs1660-33972023-02-0121314810.3390/md21030148Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an AnticoagulantHaiqiong Ma0Qingxia Yuan1Hao Tang2Hongjie Tan3Tingting Li4Shiying Wei5Jinwen Huang6Yue Yao7Yaping Hu8Shengping Zhong9Yonghong Liu10Chenghai Gao11Longyan Zhao12Institute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaInstitute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, ChinaEchinoderms have been attracting increasing attention for their polysaccharides, with unique chemical structure and enormous potential for preparing drugs to treat diseases. In this study, a glucan (TPG) was obtained from the brittle star <i>Trichaster palmiferus</i>. Its structure was elucidated by physicochemical analysis and by analyzing its low-molecular-weight products as degraded by mild acid hydrolysis. The TPG sulfate (TPGS) was prepared, and its anticoagulant activity was investigated for potential development of anticoagulants. Results showed that TPG consisted of a consecutive α1,4–linked D-glucopyranose (D-Glc<i>p</i>) backbone together with a α1,4–linked D-Glc<i>p</i> disaccharide side chain linked through C-1 to C-6 of the main chain. The TPGS was successfully prepared with a degree of sulfation of 1.57. Anticoagulant activity results showed that TPGS significantly prolonged activated partial thromboplastin time, thrombin time, and prothrombin time. Furthermore, TPGS obviously inhibited intrinsic tenase, with an EC<sub>50</sub> value of 77.15 ng/mL, which was comparable with that of low-molecular-weight heparin (LMWH) (69.82 ng/mL). TPGS showed no AT-dependent anti-FIIa and anti-FXa activities. These results suggest that the sulfate group and sulfated disaccharide side chains play a crucial role in the anticoagulant activity of TPGS. These findings may provide some information for the development and utilization of brittle star resources.https://www.mdpi.com/1660-3397/21/3/148brittle starpolysaccharideglucanstructureanticoagulant activity
spellingShingle Haiqiong Ma
Qingxia Yuan
Hao Tang
Hongjie Tan
Tingting Li
Shiying Wei
Jinwen Huang
Yue Yao
Yaping Hu
Shengping Zhong
Yonghong Liu
Chenghai Gao
Longyan Zhao
Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
Marine Drugs
brittle star
polysaccharide
glucan
structure
anticoagulant activity
title Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
title_full Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
title_fullStr Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
title_full_unstemmed Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
title_short Structural Elucidation of a Glucan from <i>Trichaster palmiferus</i> by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant
title_sort structural elucidation of a glucan from i trichaster palmiferus i by its degraded products and preparation of its sulfated derivative as an anticoagulant
topic brittle star
polysaccharide
glucan
structure
anticoagulant activity
url https://www.mdpi.com/1660-3397/21/3/148
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