Furoquinoline alkaloids of Ertela (Monnieria) trifolia (L.) Kuntze from the Suriname rainforest

Cao, Shugeng; Al‐Rehaily, Adnan J.; Brodie, Peggy J.; Wisse, Jan H.; Moniz, Etienne; Malone, S.; Kingston, David G. I.

doi:10.1016/j.phytochem.2007.08.009

Cited by 12 publications

(3 citation statements)

References 20 publications

(18 reference statements)

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“…In addition to anticancer activity, the intermediates of furoquinoline synthesis and furoquinoline derivatives have been revealed to exhibit diverse pharmacological effects, such as 5-HT2 receptor antagonist activity (24), vasorelaxation via the suppression of calcium influx (25), anti-allergic effects (9) and the blocking of outward K + current and Na + channels (5). A previous study revealed that the intermediates of furoquinoline synthesis exhibited moderate inhibitory effects on the growth of human ovarian cancer A2780 cells (26).…”

Section: Discussionmentioning

confidence: 99%

Ethyl 2‑anilino‑4‑oxo‑4,5‑dihydrofuran‑3‑carboxylate exhibits anti‑proliferative activity and induces apoptosis in promyelocytic leukemia HL‑60 cells

Huang¹,

Lin

Lien

et al. 2020

Oncol Lett

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Furoquinolone and its derivatives exhibit antimicrobial, anti-allergic, anti-inflammatory and anticancer properties. The present study investigated the anti-tumor activity of synthesized intermediates of furoquinolone in human promyelocytic leukemia HL-60 cells. The biological effects of the active compound ethyl 2-anilino-4-oxo-4,5dihydrofuran-3-carboxylate (compound 131) were examined in HL-60 cells. The following properties were analyzed: Cell survival, cell cycle profile, caspase-3 activity, Bax and Bcl-2 expression, the amount of intracellular Ca 2+ , the number of reactive oxygen species (ROS) and the mitochondrial membrane potential. Compound 131 (50% cytotoxic concentration , 23.5 µM) significantly reduced the proliferation of HL-60 cells and was revealed to induce apoptosis in HL-60 cells in a concentration-dependent manner. Moreover, this was associated with the activation of caspase-3, upregulation of Bax, an increase in intracellular Ca 2+ and ROS production, and a decrease in mitochondrial membrane potential and Bcl-2 expression levels. Compound 131, a novel 4,5-dihydrofuran-3-carboxylate, induced apoptosis in HL-60 cells via the increase of intracellular Ca 2+ and ROS to alter the mitochondrial membrane potential and the protein level of Bax and Bcl-2, as well as activating caspase-3. The results of the current study indicate that compound 131 may represent a promising compound for the development of anti-leukemia therapeutics.

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Section: Discussionmentioning

confidence: 99%

Ethyl 2‑anilino‑4‑oxo‑4,5‑dihydrofuran‑3‑carboxylate exhibits anti‑proliferative activity and induces apoptosis in promyelocytic leukemia HL‑60 cells

Huang¹,

Lin

Lien

et al. 2020

Oncol Lett

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“…The second challenge was equipping BGVS to make the extracts from a variety of plant samples, and the third challenge was isolating novel natural products from extracts that were identified only by a code number. The last challenge made the natural products work more difficult, but it was eventually overcome, and a variety of novel bioactive natural products were isolated and identified, including diterpenoids, , alkaloids, − and saponins. − The most interesting and potent compounds found were the ipomoeassins A–F ( 47 – 52 ) from Ipomoea squamosa . , These compounds, and especially ipomoeassins D ( 50 ) and F ( 52 ), had antiproliferative activities in the 35 nM range against the A2780 ovarian cancer cell line. Their unique structures and potent activities generated successful syntheses by Fürstner, , Postema, and Shi, and the Shi group has gone on to carry out structure–activity relationship − and mechanism of action studies, which revealed that ipomoeassin F inhibits protein translocation by binding to Sec61α (protein transport protein Sec61 subunit alpha isoform 1).…”

Section: International Cooperative Drug Discoverymentioning

confidence: 99%

My 60-Year Love Affair with Natural Products

Kingston

2021

J. Nat. Prod.

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The author describes his 60-year career in studying the chemistry of natural products, which includes structural, synthetic, and biosynthetic studies of natural products ranging from insect pigments, antibiotics, and fecal mutagens to taxol and other anticancer natural products as well as antimalarial natural products. One of the compounds discussed, napabucasin, is now an anticancer drug in phase III clinical trials.M y career in the study of the chemistry of natural products has been immensely rewarding, with the opportunity to work with and learn from an amazing group of co-workers, some key providential events, and many pleasing discoveries. This article describes selected studies of a variety of natural products in a more or less chronological order, from graduate work in 1960 to retirement in 2020.

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“…Pierre (Sapotaceae) and Genipa americana L. (Rubiaceae) collected at Asindopo village, Suriname, yielded the known cryptolepine hydrochloride (Yang et al, 1999a). From the aerial parts of Monnieria trifolia L. (Rutaceae) from Suriname, ten alkaloids were purified (Cao et al, 2008). Bioassay-guided fractionation of the alkaloid portion of a CH 2 Cl 2 -MeOH extract of Tabernaemontana calcarea Pichon (Apocynaceae) from Madagascar resulted in the isolation of fifteen alkaloids (Chaturvedula et al, 2003b).…”

Section: Bioactive Compounds Of Higher Plants From Suriname and Madagmentioning

confidence: 99%

Biodiversity conservation and drug discovery: Can they be combined? The Suriname and Madagascar experiences

Cao

Kingston

2009

Pharmaceutical Biology

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The approach to new drugs through natural products has proved to be the single most successful strategy for the discovery of new drugs, but in recent years its use has been deemphasized by many pharmaceutical companies in favor of approaches based on combinatorial chemistry and genomics, among others. Drug discovery from natural sources requires continued access to plant, marine, and microbial biomass, and so the preservation of tropical rainforests is an important part of our drug discovery program. Sadly, many of the tropical forests of the world are under severe environmental pressure, and deforestation is a serious problem in most tropical countries. One way to combat this loss is to demonstrate their value as potential sources of new pharmaceutical or agrochemical products. As part of an effort to integrate biodiversity conservation and drug discovery with economic development, we initiated an International Cooperative biodiversity Group (ICBG) to discover potential pharmaceuticals from the plant biodiversity of Suriname and Madagascar. The Group, established with funding from agencies of the United States government, involved participants from the USA, Suriname, and Madagascar. The basic approach was to search for bioactive plants in the Suriname and Malagasy flora, and to isolate their bioactive constituents by the best available methods, but the work included capacity building as well as research. Progress on this project will be reported, drawing on results obtained from the isolation of bioactive natural products from Suriname and Madagascar. The benefits of this general approach to biodiversity and drug discovery will also be discussed.

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Furoquinoline alkaloids of Ertela (Monnieria) trifolia (L.) Kuntze from the Suriname rainforest

Cited by 12 publications

References 20 publications

Ethyl 2‑anilino‑4‑oxo‑4,5‑dihydrofuran‑3‑carboxylate exhibits anti‑proliferative activity and induces apoptosis in promyelocytic leukemia HL‑60 cells

Ethyl 2‑anilino‑4‑oxo‑4,5‑dihydrofuran‑3‑carboxylate exhibits anti‑proliferative activity and induces apoptosis in promyelocytic leukemia HL‑60 cells

My 60-Year Love Affair with Natural Products

Biodiversity conservation and drug discovery: Can they be combined? The Suriname and Madagascar experiences

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