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1.
J Nat Prod ; 87(4): 1150-1158, 2024 Apr 26.
Article in English | MEDLINE | ID: mdl-38548686

ABSTRACT

A detailed chemical study of the extract from the soft coral Stereonephthya bellissima resulted in the isolation and identification of seven new sesquiterpenoids, bellissinanes A-G (1-7), along with four new diterpenes (8-11). Bellissinane A (1) is the third reported nardosinane-type sesquiterpene bearing a 6/5/6 tricyclic system. Bellissinanes C and D (3, 4) contain a phenylethylamine fragment, which is relatively unusual in marine organisms. Bellissinanes E-G (5-7) belong to the rare class of nornardosinane sesquiterpenoids. Structurally uncommon octahydro-1H-indenyl-type and prenyleudesmane-type skeletons were characterized for herpetopanone B (8) and bellissimain A (9), respectively. Bellissinane E (5) exhibited in vivo angiogenesis-promoting activity.


Subject(s)
Anthozoa , Diterpenes , Sesquiterpenes , Animals , Molecular Structure , Anthozoa/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Sesquiterpenes/isolation & purification , Diterpenes/chemistry , Diterpenes/isolation & purification , Diterpenes/pharmacology , Nuclear Magnetic Resonance, Biomolecular , Marine Biology , Terpenes/chemistry , Terpenes/pharmacology , Terpenes/isolation & purification
2.
J Nat Prod ; 86(12): 2710-2717, 2023 12 22.
Article in English | MEDLINE | ID: mdl-38064664

ABSTRACT

Pseudoceranoid A (1), a rare merosesquiterpene featuring a rearranged 4,9-friedodrimane-type core with a crotonolactone moiety, two new rearranged 4,9-friedodrimane-type sesquiterpene cyclopentanones (2 and 3), and three new rearranged 4,9-friedodrimane-type sesquiterpene hydroquinones (4-6), along with two new drimane-type sesquiterpene derivatives (7 and 8), as well as two new 4,9-friedodrimane-type sesquiterpene quinones (9 and 10), were isolated from the South China Sea sponge Pseudoceratina purpurea. The structures of compounds were established by analysis of spectroscopic data, as well as by single-crystal X-ray diffraction, DP4+ probability analyses, and calculated electronic circular dichroism. Compound 4 showed weak cytotoxicity against K562, H69AR, and MDAMB-231 cell lines with IC50 values of 3.01, 7.74, and 9.82 µM, respectively. Compound 5 exhibited cytotoxicity against the H69AR cell line with an IC50 value of 2.85 µM.


Subject(s)
Porifera , Sesquiterpenes , Animals , Sesquiterpenes/pharmacology , Sesquiterpenes/chemistry , Crystallography, X-Ray , Quinones/chemistry , Circular Dichroism , Molecular Structure
3.
J Nat Prod ; 86(9): 2131-2138, 2023 09 22.
Article in English | MEDLINE | ID: mdl-37672747

ABSTRACT

Fourteen new verticillane diterpenoids, heterolactone (1) and heterolactams A-M (2-14), were isolated from the soft coral Heteroxenia ghardaqensis. They structurally share the same 6/12 bicyclic carbon skeleton that is not commonly encountered in marine organisms. The structures, including the absolute configurations, were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction analysis, calculated ECD spectra, and DP4+ probability analyses. Compounds 5, 8, and 9 showed anti-inflammatory activities, and 2, 8, and 12 displayed hepatoprotective activities in zebrafish assays.


Subject(s)
Anthozoa , Diterpenes , Animals , Zebrafish , Diterpenes/pharmacology , Anti-Inflammatory Agents/pharmacology
4.
Polymers (Basel) ; 15(17)2023 Aug 29.
Article in English | MEDLINE | ID: mdl-37688205

ABSTRACT

Carbon fiber reinforced polymer composites have the advantages of being lightweight, having high strength and designability, and having been extensively used. However, the interlaminar toughness and delamination resistance of these composites are relatively poor due to their laminated structure and intrinsic brittleness of resin matrix. In this paper, commercialized free-standing carbon nanotube (CNT) films, drawn from CNT forests, were used to toughen the interlaminar interfaces of the composites. The effects of resin infiltration state and thickness of CNT films on the interlaminar toughening effect were systematically investigated. The results show that the pre-infiltration treatment of CNT films with acetone diluted epoxy resin solution can effectively improve the degree of resin infiltration. Compared with the samples containing untreated CNT film, the Mode I and Mode II interlaminar fracture toughness of the treated samples were significantly improved. The GIC reached a maximum of 1412.42 J/m2 at a CNT film thickness of 5 µm, which was about 61.38% higher than that of the baseline. At a CNT film thickness of 15 µm, the GIIC reached a maximum value of 983.73 J/m2, approximately 67.58% higher than that of the baseline. The corresponding toughening mechanisms were also systematically analyzed.

5.
Fitoterapia ; 167: 105493, 2023 Jun.
Article in English | MEDLINE | ID: mdl-37023931

ABSTRACT

In present study, three series of 2,6-dihalogenated stilbene derivatives were designed, synthesized, and assayed for anti-inflammatory and cytotoxic activities. All 62 compounds showed potential anti-inflammatory activity in zebrafish model in vivo, and the installation of halogens and pyridines led to significant improved effects. Among them, DHS2u and DHS3u with the substitution of pyridine showed more higher effects than positive drug indomethacin at 20 µM with inhibitory rate of 94.59% and 90.54%, respectively. Besides, DHS3g bearing 2,5-dimethoxy exhibited potent cytotoxic activity against K562 cells with IC50 values 3.12 µM along with a suitable selectivity on normal cell viability. These results showed that 2,6-dihalogenated stilbenes could serve as a bright starting point for the further development as anti-inflammatory and antitumor agents.


Subject(s)
Antineoplastic Agents , Stilbenes , Animals , Molecular Structure , Structure-Activity Relationship , Stilbenes/pharmacology , Zebrafish , Drug Screening Assays, Antitumor , Antineoplastic Agents/pharmacology , Anti-Inflammatory Agents/pharmacology , Drug Design , Cell Proliferation
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