4.6 Article

Rubesanolides C-E: abietane diterpenoids isolated from Isodon rubescens and evaluation of their anti-biofilm activity

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 26, Pages 5039-5044

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25192b

Keywords

-

Funding

  1. Science and Technology Department of Guiyang [(2008) 36]

Ask authors/readers for more resources

Phytochemical study of the leaves of the medicinal plant Isodon rubescens led to the isolation of three novel abietane diterpenoids, rubesanolides C-E (1-3). These diterpenes contain a unique.-lactone subgroup formed between C-8 and C-20. Their structures were determined from analysis of spectroscopic data, and were further confirmed by X-ray crystallographic data. The compounds were evaluated for their antibacterial activity, and rubesanolide D (2) demonstrated inhibition activity against biofilm formation of the dental bacterium Streptococcus mutans.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.6
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Review Medicine, Research & Experimental

Polyphenolic molecules targeting STAT3 pathway for the treatment of cancer

Md Abdul Aziz, Md Shahid Sarwar, Tahmina Akter, Md Sahab Uddin, Song Xun, Yu Zhu, Mohammad Safiqul Islam, Zhang Hongjie

Summary: Studies have shown that polyphenolic compounds have preventive and protective effects against cancer, primarily by targeting the STAT3 signaling pathway. These polyphenols exert their effects by inhibiting the activation and phosphorylation of STAT3, thereby blocking cell proliferation, metastasis, and drug resistance.

LIFE SCIENCES (2021)

Article Medicine, Research & Experimental

Plant-derived isoquinoline alkaloids that target ergosterol biosynthesis discovered by using a novel antifungal screening tool

Siu Wah Wong-Deyrup, Xun Song, Tsz-Wai Ng, Xiu-Bin Liu, Jian-Guo Zeng, Zhi-Xing Qing, Stephen T. Deyrup, Zhen-Dan He, Hong-Jie Zhang

Summary: The ergosterol pathway is a key target for antifungal drugs, and modifying the MIC assay by adding oxidative stressor or antioxidant allows for screening new drugs that target ergosterol biosynthesis.

BIOMEDICINE & PHARMACOTHERAPY (2021)

Review Biochemistry & Molecular Biology

Natural Cyclopeptides as Anticancer Agents in the Last 20 Years

Jia-Nan Zhang, Yi-Xuan Xia, Hong-Jie Zhang

Summary: Natural cyclopeptides have strong anticancer activity and great potential in the development of anticancer agents. They can serve as excellent scaffolds for the synthesis of novel derivatives for combating cancerous pathologies.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2021)

Article Chemistry, Organic

Stable Axially Chiral Isomers of Arylnaphthalene Lignan Glycosides with Antiviral Potential Discovered from Justicia procumbens

Yang Zhao, Chuen-Fai Ku, Xin-Ya Xu, Nga-Yi Tsang, Yu Zhu, Chen-Liang Zhao, Kang-Lun Liu, Chuang-Chuang Li, Lijun Rong, Hong-Jie Zhang

Summary: This study isolated stable arylnaphthalene lignan atropisomers from nature for the first time and found significant differences in antiviral activity between them. The research not only provides important references for the synthesis of novel atropisomers but also offers valuable clues for the development of antiviral drugs.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens

Kang He, Juan Zou, Yu-Xue Wang, Chen-Liang Zhao, Jiang-Hai Ye, Jing-Jie Zhang, Lu-Tai Pan, Hong-Jie Zhang

Summary: A phytochemical investigation of the leaves of Isodon rubescens led to the isolation of two new degraded abietane lactone diterpenoids, rubesanolides F and G. Their structures were elucidated through various spectral analyses, and their biological activities against cancer cells, fungal strains, and bacterial strains were evaluated. These compounds possess unique structural features and exhibit certain biological activities against various organisms.

MOLECULES (2021)

Review Plant Sciences

Plant-derived lignans as potential antiviral agents: a systematic review

Xin-Ya Xu, Dong-Ying Wang, Yi-Ping Li, Stephen T. Deyrup, Hong-Jie Zhang

Summary: This review systematically evaluates the antiviral activity and mechanisms of action of 630 lignans obtained from medicinal plants and their derivatives. The compounds are classified based on structural characteristics, and details about the most active compounds within each class are discussed. Studies of synthetic lignans that provide structure-activity relationship information are also included in the review.

PHYTOCHEMISTRY REVIEWS (2022)

Article Biochemistry & Molecular Biology

Ebola Entry Inhibitors Discovered from Maesa perlarius

Nga Yi Tsang, Wan-Fei Li, Elizabeth Varhegyi, Lijun Rong, Hong-Jie Zhang

Summary: This study identified a plant, Maesa perlarius, as an anti-Ebola virus candidate. The stem methanol extract of this plant showed inhibitory effects against Ebola-virus-pseudotyped particles (EBOVpp) and infectious Ebola virus. Further investigation led to the identification of a compound (1) as the most potent inhibitor against pseudovirion-bearing EBOV-GP.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2022)

Article Chemistry, Applied

Potential antiplatelet aggregation metabolites from the discarded sorghum (Sorghum bicolor L.) root

Wan-ting Xu, Qiao An, Ling-hui Ruan, Fei Zhou, Lang Zhou, Mei Peng, Li-lang Li, Xiao-sheng Yang, Qi-ji Li, Juan Yang

Summary: This study identified two new indole alkaloids and other compounds from the water extract of sorghum roots, which showed significant inhibition of platelet aggregation. Molecular docking confirmed the binding of these active compounds to P2Y12 and COX-1 receptors in platelets.

NATURAL PRODUCT RESEARCH (2023)

Article Biochemistry & Molecular Biology

Design, Synthesis and Biological Evaluation of Lophanic Acid Derivatives as Antifungal and Antibacterial Agents

Xiang Yu, Xun Song, Yi Zhang, Yemeng Yang, Jianghai Ye, Yahua Liu, Lutai Pan, Hongjie Zhang

Summary: A series of new derivatives were designed and synthesized based on structure modification of lophanic acid, and their structures were well characterized. The antimicrobial activities of these compounds were evaluated, and it was found that 3d and 3i showed promising inhibitory effects against a wide range of fungi and bacteria.

MOLECULES (2022)

Article Biochemistry & Molecular Biology

Neuroprotection of Kaji-Ichigoside F1 via the BDNF/Akt/mTOR Signaling Pathways against NMDA-Induced Neurotoxicity

Faju Chen, Li Wang, Fengli Jin, Liangqun Li, Tao Wang, Ming Gao, Lilang Li, Yu Wang, Zhongsheng Lou, Juan Yang, Qiji Li, Xiaosheng Yang

Summary: The study evaluated the neuroprotective effect of natural compound KF1 against NMDA-induced neurotoxicity, showing that KF1 improved cellular viability, reduced cell apoptosis, enhanced spatial learning memory, regulated neurotransmitters and calcium ion concentration, and decreased NMDAR1 expression.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2022)

Review Virology

Gastrointestinal Manifestations of SARS-CoV-2: Transmission, Pathogenesis, Immunomodulation, Microflora Dysbiosis, and Clinical Implications

Siva Sundara Kumar Durairajan, Abhay Kumar Singh, Udhaya Bharathy Saravanan, Mayurikaa Namachivayam, Moorthi Radhakrishnan, Jian-Dong Huang, Rahul Dhodapkar, Hongjie Zhang

Summary: The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) can invade the gastrointestinal system, causing symptoms such as vomiting, diarrhea, and abdominal pain. Understanding the mechanisms of infection and transmission in the gastrointestinal tract is crucial for early detection and targeted therapeutics against COVID-19-induced gastrointestinal infection and inflammatory bowel disease (IBD).

VIRUSES-BASEL (2023)

Article Biochemistry & Molecular Biology

Cinnamigones A-C, three highly oxidized guaiane-type sesquiterpenes with neuroprotective activity from Cinnamomum migao

Lang Zhou, Li-shou Yang, Li Wang, Hua-dan Liu, Ming Gao, Fa-ju Chen, Juan Yang, Qi-ji Li, Xiao-sheng Yang

Summary: Three undescribed highly oxidized guaiane-type sesquiterpenes, named cinnamigones A-C, were isolated from the fruits of Cinnamomum migao. Cinnamigone A (1) is structurally similar to artemisinin and exhibits a rare tetracyclic 6/6/7/5 ring system. Compounds 2-3 are classic guaiane sesquiterpenes with different epoxy units. Guaiol (4) is believed to be the precursor of 1-3 in the biosynthetic pathway. The structures and configurations of cinnamigones A-C were determined using spectral analysis, HRESIMS, X-ray crystallography, and ECD calculations. Neuroprotective activity evaluation of 1-3 against N-methyl-D-aspartate (NMDA) toxicity showed that compounds 1-2 exhibited moderate neuroprotective activity.

PHYTOCHEMISTRY (2023)

Article Nutrition & Dietetics

Dihydro-Resveratrol Attenuates Oxidative Stress, Adipogenesis and Insulin Resistance in In Vitro Models and High-Fat Diet-Induced Mouse Model via AMPK Activation

Chu-Shing Lam, Yi-Xuan Xia, Bai-Sen Chen, Yin-Xiao Du, Kang-Lun Liu, Hong-Jie Zhang

Summary: Management of obesity is crucial for preventing diseases associated with excess body weight such as diabetes. This study investigated the effects of dihydro-resveratrol (DR2) in vitro and in vivo on oxidative stress, adipogenesis, lipogenesis, and insulin sensitivity. The results showed that DR2 can reduce pre-adipocyte maturation, alleviate oxidative stress, reduce lipid accumulation, and promote insulin sensitivity. The therapeutic potential of DR2 for treating obesity and type 2 diabetes was further confirmed in a high-fat diet-induced obesity mouse model.

NUTRIENTS (2023)

Article Chemistry, Organic

Elodeoidins A-H, acylphloroglucinol meroterpenoids possessing diverse rearranged skeletons from Hypericum elodeoides

Qi-Ji Li, Peng-Fei Tang, Xin Zhou, Wei-Jia Lu, Wen-Jun Xu, Jun Luo, Ling-Yi Kong

Summary: In this study, eight elodeoidins were discovered from Hypericum elodeoides, with elodeoidins 5 and 6 showing significant anti-inflammatory activity. The structures and biosynthetic pathways of these compounds were elucidated, demonstrating the value of the biosynthetic fragment-inspired discovery and elucidation strategy for novel natural products.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Multidisciplinary Sciences

Efficacy based ginger fingerprinting reveals potential antiproliferative analytes for triple negative breast cancer

Lihan Zhao, Manali Rupji, Ishita Choudhary, Remus Osan, Shobhna Kapoor, Hong-Jie Zhang, Chunhua Yang, Ritu Aneja

SCIENTIFIC REPORTS (2020)

Article Chemistry, Organic

Catalyst-free photo-induced aerobic radical synthesis of lactams from N-alkenyl trichloroacetamides in 2-methyltetrahydrofuran as the radical initiator under violet light

Faiza Diaba, Gisela Trenchs

Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Article Chemistry, Organic

Synthesis of mixed phosphorotrithioates via thiol coupling with bis(diisopropylamino)chlorophosphine and sulphenyl chloride

Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed

Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Article Chemistry, Organic

Catalyst-free assembly of a polyfunctionalized 1,2,4-triazole-fused N-heterocycle, 6-acylated pyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine

Hyunjin Oh, Ikyon Kim

Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Article Chemistry, Organic

Synthesis of sulfinamides via photocatalytic alkylation or arylation of sulfinylamine

Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li

Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Article Chemistry, Organic

Two distinct protocols for the synthesis of unsymmetrical 3,4-disubstituted maleimides based on transition-metal catalysts

Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst

Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Article Chemistry, Organic

Conversion of amino-terephthalonitriles to multi-substituted single benzene fluorophores with utility in bioimaging

Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar

Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)

Review Chemistry, Organic

Microbial alcohol dehydrogenases: recent developments and applications in asymmetric synthesis

Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan

Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.

ORGANIC & BIOMOLECULAR CHEMISTRY (2024)