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1.
Molecules ; 28(15)2023 Aug 05.
Article in English | MEDLINE | ID: mdl-37570872

ABSTRACT

Murraya is a plant genus within the Rutaceae family comprising over 17 species, which are widely distributed in Asia, Australia, and the Pacific Islands. Furthermore, these species have been used in traditional medicine to treat fever, pain, and dysentery. Several reports have also extensively studied the leaves, seeds, stembark, and bark of Murraya from 1965 to 2023 to explore their natural product composition. Various phytochemical studies have revealed the isolation of 413 compounds recorded, comprising coumarins, terpenoids, flavonoids, and aromatics, as well as alkaloids, which constitute the largest proportion (46.9%). These isolated compounds have long been known to exhibit different bioactivities, such as cytotoxic and anti-inflammatory properties. Cytotoxic activity has been observed against HCT 116, HeLa, HepG2, and other cell lines. Previous studies have also reported the presence of antifungal, hepatoprotective, antihyperlipidemic, antidiarrheal, and antioxidant effects. Therefore, this review provides a comprehensive overview of Murraya species, highlighting their phytochemistry, biological activities, and potential as a source of active natural compounds.


Subject(s)
Alkaloids , Murraya , Rutaceae , Medicine, Traditional , Plant Extracts/pharmacology , Plant Extracts/chemistry , Phytochemicals/pharmacology , Phytochemicals/chemistry , Ethnopharmacology , Phytotherapy
2.
J Asian Nat Prod Res ; 25(11): 1117-1124, 2023 Nov.
Article in English | MEDLINE | ID: mdl-37017205

ABSTRACT

A new ergostane-type steroid named (22E)-3α,6α,9α-ergosta-7,22-diene-3,6,9-triol (1), along with six known steroids 5α,8α-epidioxy-24-ethyl-cholest-6-en-3ß-ol (2), ergosterol-5,8-peroxide (3), cerevisterol (4), isocyathisterol (5), 6ß-hydroxystigmast-4-en-3-one (6), 6ß-hydroxy-4-campesten-3-one (7), were isolated from the fermented unpolished rice media by Periconia pseudobyssoides K5 (Periconiaceae), an endophytic fungus from medicinal plant Toona sureni (Meliaceae). The fermentation takes at 28 ± 2 °C for 30 days. The structure of new steroid (1) was elucidated by extensive spectroscopic measurements (IR, HR-ESI-TOFMS, and 1D and 2D NMR) analyses. The isolated compounds (1-7) were evaluated for heme polymerization inhibition assay (HPIA). The IC50 HPIA value of 1 is 8.24 ± 0.03 mg/ml.


Subject(s)
Ascomycota , Meliaceae , Toona , Polymerization , Steroids/chemistry , Molecular Structure
3.
Molecules ; 27(24)2022 Dec 10.
Article in English | MEDLINE | ID: mdl-36557891

ABSTRACT

Guarea is one of the largest genera of the American Meliaceae family, consisting of over 69 species which are widely distributed in Mexico, Argentina, and Africa and are used in traditional medicine for several diseases. Previous studies reported that the Guarea species produce secondary metabolites such as sesquiterpenoid, diterpenoid, triterpenoid, limonoid, steroid, and aromatic compounds. The preliminary chemical investigation commenced by isolating the limonoid compound, dihydrogedunin, in 1962; then, 240 compounds were obtained from the isolation and hydrodistillation process. Meanwhile, sesquiterpenoid is a significant compound with 52% of Guarea species. The extract and compounds were evaluated for their anti-inflammation, antimalarial, antiparasitic, antiprotozoal, antiviral, antimicrobial, insecticidal, antioxidant, phosphorylation inhibitor, and cytotoxic biological activities. The Guarea genus has also been reported as one of the sources of active compounds for medicinal chemistry. This review summarizes some descriptions regarding the types of Guarea species, especially ethnobotany and ethnopharmacology, such as the compounds isolated from the part of this genus, various isolation methods, and their bioactivities. The information can be used in further investigations to obtain more bioactive compounds and their reaction mechanisms.


Subject(s)
Limonins , Meliaceae , Ethnopharmacology , Medicine, Traditional/methods , Ethnobotany , Phytochemicals/pharmacology , Phytochemicals/chemistry , Phytotherapy/methods , Plant Extracts/pharmacology
4.
Fitoterapia ; 155: 105056, 2021 Nov.
Article in English | MEDLINE | ID: mdl-34626738

ABSTRACT

Three new meroterpenoid derivatives, furanocochlioquinol (1) and furanocochlioquinone (2), as well as nectrianolin D (3), together with two known biogenetically related compounds 4 and 5 were isolated from a mixed culture of two mangrove-derived fungi, Clonostachys rosea B5-2 and Nectria pseudotrichia B69-1. The structures of 1-3 were deduced based on the interpretation of HRMS and NMR data. Compounds 1-5 exhibited cytotoxicity against human promyelocytic leukemia (HL60) cells with IC50 values ranging from 0.47 to 10.16 µM.


Subject(s)
Antineoplastic Agents/pharmacology , Hypocreales/chemistry , Nectria/chemistry , Rhizophoraceae/microbiology , Terpenes/pharmacology , Antineoplastic Agents/isolation & purification , Biological Products/isolation & purification , Biological Products/pharmacology , Coculture Techniques , Endophytes/chemistry , HL-60 Cells , Humans , Indonesia , Molecular Structure , Terpenes/isolation & purification
5.
Phytochemistry ; 181: 112540, 2021 Jan.
Article in English | MEDLINE | ID: mdl-33130371

ABSTRACT

Aglaia is the largest genus in the Meliaceae family (also known as Mahagoni in Indonesia), consisting of over 150 species, of which 65 are indigenous to Indonesia. These species spread through the tropical regions, especially Southeast Asia as well as the Nothern part of Australia, and have been used in traditional medicine for the treatment of several diseases. However, preliminary chemical researches commenced in 1965, where dammarane-type triterpenoids, aglaiol was isolated, and the structure was determined by chemical reaction and spectroscopic methods. Several studies have been carried out on the stembark, bark, leaves, seeds and leaves in the last fifty five years, and about 291 metabolites have been isolated from the sesquiterpenoid, diterpenoid, triterpenoid, limonoid, steroid, lignan, and alkaloid groups, as well as flavagline, which known to be the largest. This specifically amounts to 34% of Aglaia species, reported to show cytotoxic and insecticidal potentials, and also the tendency for use as chemical markers for this species. The extracts and compounds obtained from Aglaia species are evaluated for potential biological activities, including cytotoxicity, insecticidal, anti-inflammatory, antifungal, molluscicidal, antituberculosis and antiviral effects. In addition, flavagline (rocaglamide) derivatives have been confirmed to exhibit exceptional cytotoxicity, and are, thus, considered lead compounds for further development. Therefore, the results support the concept of utilizing Aglaia species as a potential source for the production of biologically active compounds.


Subject(s)
Aglaia , Biological Products , Australia , Indonesia , Molecular Structure
6.
Fitoterapia ; 132: 75-81, 2019 Jan.
Article in English | MEDLINE | ID: mdl-30496810

ABSTRACT

Five polyketides, paralactonic acids A-E (1-5) were isolated from Paraconiothyrium sp. SW-B-1, an endophytic fungus isolated from the seaweed, Chondrus ocellatus Holmes. Their structures were determined by various spectroscopic methods, predominantly by 2D NMR spectroscopic analyses. The absolute configurations of compounds 1-5 were determined by comparison of the experimental and calculated ECD spectra. Compound 5 showed moderate antibacterial activity and restored the growth of a mutant yeast strain inhibited by hyperactivated Ca2+-signaling.


Subject(s)
Anti-Bacterial Agents/chemistry , Ascomycota/chemistry , Chondrus/microbiology , Polyketides/chemistry , Anti-Bacterial Agents/isolation & purification , Japan , Molecular Structure , Polyketides/isolation & purification , Seaweed/microbiology
7.
Nat Prod Res ; 32(21): 2610-2616, 2018 Nov.
Article in English | MEDLINE | ID: mdl-29368952

ABSTRACT

A new limonoid, pentandricine (1), along with three known limonoids, ceramicine B (2), 6-de(acetyloxy)-23-oxochisocheton (3), 6-de(acetyloxy)-23-oxo-7-O-deacetylchisocheton (4), have been isolated from the stembark of Chisocheton pentandrus. The chemical structures of the new compound were elucidated on the basis of spectroscopic evidence. All of the compounds were tested for their cytotoxic effects against MCF-7 breast cancer cells. Compounds 1-4 showed weak and no cytotoxicity against MCF-7 breast cancer cells with IC50 values of 369.84, 150.86, 208.93 and 120.09 µM, respectively.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Limonins/pharmacology , Meliaceae/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Humans , Indonesia , Limonins/isolation & purification , MCF-7 Cells , Molecular Structure , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Plant Bark/chemistry , Plant Extracts/chemistry
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