Jin‐Xin Zhao

ORCID: 0000-0003-4754-1616
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Bioactive Natural Diterpenoids Research
  • Traditional and Medicinal Uses of Annonaceae
  • Biological Activity of Diterpenoids and Biflavonoids
  • Natural product bioactivities and synthesis
  • Phytochemistry and Biological Activities
  • Marine Sponges and Natural Products
  • Phytochemical compounds biological activities
  • Plant-derived Lignans Synthesis and Bioactivity
  • Crystallography and molecular interactions
  • Plant biochemistry and biosynthesis
  • Synthetic Organic Chemistry Methods
  • Phytochemistry and Bioactive Compounds
  • Synthesis of Organic Compounds
  • Carbohydrate Chemistry and Synthesis
  • Microbial Natural Products and Biosynthesis
  • Plant Toxicity and Pharmacological Properties
  • Sesquiterpenes and Asteraceae Studies
  • Asymmetric Synthesis and Catalysis
  • Fungal Plant Pathogen Control
  • Bioactive Compounds and Antitumor Agents
  • Drug Transport and Resistance Mechanisms
  • Axial and Atropisomeric Chirality Synthesis
  • Genetic and phenotypic traits in livestock

Shanghai Institute of Materia Medica
2014-2025

Chinese Academy of Sciences
2014-2025

University of Chinese Academy of Sciences
2024

Chinese Academy of Medical Sciences & Peking Union Medical College
2022

Qingdao Agricultural University
2022

Scripps Research Institute
2021

State Council of the People's Republic of China
2018

Northwest A&F University
2014

Skeleton-rearranged diterpenoids have attracted burgeoning interest. Chemical investigation into an ethnomedicinal plant, Croton laui, resulted in the isolation of two highly rearranged labdane diterpenoids, lauenones A (1) and B (2), featuring unprecedented carbon skeleton with six contiguous stereogenic centers. To validate proposed biosynthetic origin obtain sufficient materials for biological studies, chemical syntheses were achieved without using any protecting groups 10 11 steps,...

10.26434/chemrxiv-2025-cljhb preprint EN cc-by-nc-nd 2025-01-21

Eighteen new diterpenoids, named eurifoloids A-R (1-18), including ingenane (1 and 2), abietane (3-7), isopimarane (8-12), ent-atisane (13-18) types, along with four known analogues were isolated from Euphorbia neriifolia. Eurifoloid M (13) represents a rare class of ent-atisane-type norditerpenoid. Eurifoloids E (5) F (6) exhibited significant anti-HIV activities, EC50 values 3.58 ± 0.31 (SI = 8.6) 7.40 0.94 μM 10.3), respectively.

10.1021/np5004752 article EN Journal of Natural Products 2014-09-25

Fourteen new diterpenoids including clerodane (1–12), labdane (13), and norlabdane (14) types, as well nine known analogues were isolated from the aerial parts of Croton laui. Their structures established on basis spectroscopic analysis, that crotonolide H (11) was confirmed by single-crystal X-ray crystallography. Crotonolide A (1) exhibited moderate cytotoxicity against two tumor cell lines, HL-60 (human premyelocytic leukemia, IC50 9.42 μM) P-388 (murine 7.45 μM), G (10) displayed...

10.1021/np500042c article EN Journal of Natural Products 2014-04-15

Five new diterpenoids including two Cephalotaxus troponoids (1 and 2), 17-nor-cephalotane-type (3 4), an abietane-type diterpenoid (5), lignans (6 7), a trisnorneoligan (8) along with eight known compounds were identified from the twigs leaves of fortunei. The structure 11-hydroxyhainanolidol was revised as 10-hydroxyhainanolidol (9) by X-ray crystallographic data. Compounds 3 4 are first examples that likely biosynthesis precursors co-occurring (e.g., 1, 2, 9). Compound 1 exhibited...

10.1021/acs.jnatprod.6b00802 article EN Journal of Natural Products 2017-01-31

Comprehensive Summary A chemical investigation of the 95% EtOH extract seeds Cephalotaxus fortunei var. alpina led to isolation nine new cephalotane‐type norditerpenoids, ceforalides A—I (1—9), and two known analogues (10 11). Compounds 1—8 belong a rare class A‐ring‐contracted which compound 8 incorporates unique tetrasubstituted 2,5‐cyclohexadienone A‐ring. Compound 9 is 13,14‐ seco ‐17‐ nor ‐cephalotane‐type diterpenoid. Their structures were determined based on NMR, HRESIMS, ECD, X‐ray...

10.1002/cjoc.202100913 article EN Chinese Journal of Chemistry 2022-02-15

A 17-membered macrocyclolipopeptide, named dysoxylactam (1) comprising an unprecedented branched C19 fatty acid and l-valine, was isolated from the plants of Dysoxylum hongkongense. The challenging relative configuration 1 established by means residual dipolar coupling-based NMR analysis. absolute determined single-crystal X-ray diffraction on its p-bromobenzoate derivative (2). Compound dramatically reversed multidrug resistance in cancer cells with fold-reversals ranging 28.4 to 1039.7 at...

10.1021/jacs.9b02259 article EN Journal of the American Chemical Society 2019-04-17

The synthesis of functionalized tropones constitutes an underexplored chemical space, primarily due to the intrinsic structural properties aromatic nucleus. This predicament has impeded extensive investigation into their potential applications in organic and medicinal chemistry. Here, we report a mild straightforward visible-light-mediated protocol for α-site-selective C(sp2)–H alkylation tropones, employing unactivated secondary amines as alkylating agents. method yields up 88% 41 examples,...

10.26434/chemrxiv-2025-85wlg preprint EN cc-by-nc-nd 2025-01-20

Cyclopropane, as the smallest all-carbon ring, is a ubiquitous functional group found in many complex natural products, such terpenoids, alkaloids, steroids, and fatty acids. Natural products containing cyclopropane motifs...

10.1039/d4qo02316a article EN Organic Chemistry Frontiers 2025-01-01

Two skeleton-rearranged labdane diterpenoids, lauenones A (1) and B (2) were isolated from Croton laui. Their bioinspired synthesis was accomplished in 9 10 steps, respectively, without using any protecting groups. Key steps include a semipinacol rearrangement substrate-controlled one-pot reaction cascade involving photooxidation aldol condensation. Notably, both exhibit antiadipogenesis 3T3-L1 adipocytes by downregulating the differentiation factors liposynthesis enzymes at mRNA...

10.1021/acs.orglett.5c00445 article EN Organic Letters 2025-02-26

Steroids have consistently drawn scientific attention due to their diverse structures and exceptional pharmacological activities. However, halogenated natural steroids remain relatively rare, especially for those derived from plants. In this study, two chlorinated C19 hocarnoids A (1) B (2) were identified the folk medicinal plant Hoya carnosa, representing first examples of C-16 steroids. Semisynthesis compounds 1 2 was completed in 4 5 linear steps with 28.2% 25.3% overall yields through a...

10.1021/acs.joc.5c00211 article EN The Journal of Organic Chemistry 2025-03-20

Hongkonoids A–D (1–4), the first example of ascorbylated terpenoids featuring a unique 5,5,5-fused tricyclic spiroketal butyrolactone moiety and diterpenoid-derived long chain, were isolated from Dysoxylum hongkongense. Their structures unambiguously assigned by combination spectroscopic data, chemical degradation, X-ray crystallography, CD analysis, total synthesis. The syntheses compounds 1–4 effectively accomplished convergent strategy with longest linear sequences 12–14 steps overall...

10.1021/jacs.7b10135 article EN Journal of the American Chemical Society 2018-02-02

We report a holistic study of the isolation, structure elucidation, total syntheses, and biological evaluation three unprecedented sesterterpenoids, orientanoids A–C (1–3).

10.1039/d3sc04238c article EN cc-by-nc Chemical Science 2023-01-01

Seventeen new cephalotane-type diterpenoids were isolated from Cephalotaxus fortunei var. alpina . Compounds 14 and 15 contain an unusual 7-oxabicyclo[4.1.1]octane moiety.

10.1039/d2ob01748b article EN Organic & Biomolecular Chemistry 2022-01-01

Chemical investigation of the twigs Cleistanthus sumatranus (Phyllanthaceae) led to isolation 10 undescribed lignans, sumatranins A–J (1–10). Compounds 1–4 are unprecedented furopyran lignans characterized by a unique 2,3,3a,9a-tetrahydro-4H-furo[2,3-b]chromene heterotricyclic framework. 9 and rare 9′-nor-dibenzylbutane lignans. Structures were established based on analyses spectroscopic data, X-ray crystallographic experimental ECD spectra. Immunosuppressive assays revealed compounds 3...

10.1021/acs.jnatprod.3c00300 article EN Journal of Natural Products 2023-06-12

Chemical investigation of an EtOH extract the twigs and leaves Croton damayeshu afforded 10 new tigliane diterpenoids, crodamoids A–J (1–10), along with five known compounds. Their structures were elucidated by physical data analysis. Compounds 8, 9, 15 displayed cytotoxic effects against two human tumor cell lines, A549 HL-60 (IC50: 0.9–2.4 μM).

10.1021/acs.jnatprod.9b00042 article EN Journal of Natural Products 2019-05-22

Hedyorienoids A (1) and B (2), two sesquiterpenoid dimers, were isolated characterized from Hedyosmum orientale. Compound 1 was an unprecedented heterodimer of different classes sesquiterpenoids furnished by forming unusual 1,3-dioxolane ring, while compound 2 possessed a new dimerization pattern guaiane-type sesquiterpenoids. Biosynthetic pathways for proposed with the coexisting monomers chloranthalactone (3) hedyosumin (4) as precursors. Compounds 3 showed significant NF-κB inhibitory activity.

10.1021/acs.orglett.8b02340 article EN Organic Letters 2018-08-16

Croton sublyratus (Euphorbiaceae) is a traditional medicinal plant used by the Thai populace to treat helminthic infections and dermatologic conditions. In present study, eight new labdane-type diterpenoids, crotonoids A-H (1-8) one known analogue (9) were isolated from aerial parts of C. sublyratus. Compounds 6 7 belong rare class 14,15-dinor-labdane diterpenoids. Compound 8 exhibited 14,15,17-trinor-labdane skeleton. The structures all these diterpenoids elucidated spectroscopic data...

10.1002/cbdv.202401089 article EN Chemistry & Biodiversity 2024-05-14
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