New pyranosyl cembranoid diterpenes from<i>Sarcophyton trocheliophorum</i>

Shaaban, Mohamed; Issa, Marwa Y.; Ghani, Mohamed A.; Hamed, Abdelaaty; Abdelwahab, Ahmed B.

doi:10.1080/14786419.2018.1431631

Cited by 12 publications

(15 citation statements)

References 25 publications

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“…Considering the flow cytometry patterns observed in Figure 3, the intrinsic pathway is the predominant apoptosis mechanism in the human cancer cells evaluated here. Several studies have reported that diterpenes, especially those with cembrane and briarane scaffolds, have anti‐tubulin activity (Shaaban et al., 2019; Yadava et al., 2017), inducing cell death thorough this mechanism. In order to determine whether the observed apoptosis and cell death could be generated by the interaction with microtubules, an interaction study based on NMR measurements and computational calculations was performed and will be presented in the following sections.…”

Section: Resultsmentioning

confidence: 99%

Integration of NMR studies, computational predictions, and in vitro assays in the search of marine diterpenes with antitumor activity

et al. 2021

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Tubulin is the major component of microtubules and plays a crucial role in cell division. Interferences in the dynamics and functioning of tubulin lead to mitotic arrest, cell cycle block, apoptosis, and cell death, making it an effective target for antimitotic drugs used in cancer chemotherapy (Hadfield et al., 2003;Jordan & Wilson, 2004).Tubulin is a protein of 110 kDa that polymerizes to form microtubules, which generally consist of 13 linear protofilaments assembled around a hollow core of 25 nm. The protofilaments, composed of head-to-tail arrays of tubulin dimers (alpha and beta subunits), are arranged in parallel. Microtubules are polar structures with two distinct ends: a fast-growing plus end and a slow-growing minus end (Janke, 2014). The polymerization process is the responsible

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Section: Resultsmentioning

confidence: 99%

Integration of NMR studies, computational predictions, and in vitro assays in the search of marine diterpenes with antitumor activity

et al. 2021

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“…Several studies isolated new compounds as well as known compounds with newly discovered biological activities from S. trocheliophorum in three different locations. From near Mahmieat of the Red Sea, Hurghada, Eas Egypt, two new pyrane-based cembrane diterpenoids 9-hydroxy-7,8-dehydro-sarcotrocheliol 76 , and 8,9-expoy-sarcotrocheliol acetate 77 , were tested for their antibacterial activity but were proved as inactive (Table 1 , entries 76,77) [ 35 ]. From Yalong Bay, Hainan Province, China, six new highly oxidative cembranoids were discovered, sarcophytonolides S-U 78–80 , and sartrolides 81–83 .…”

Section: Cembranoidsmentioning

confidence: 99%

Cembranoids of Soft Corals: Recent Updates and Their Biological Activities

Nurrachma

Sakaraga

Nugraha

et al. 2021

Nat. Prod. Bioprospect.

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Soft corals are well-known as excellent sources of marine-derived natural products. Among them, members of the genera Sarcophyton, Sinularia, and Lobophytum are especially attractive targets for marine natural product research. In this review, we reported the marine-derived natural products called cembranoids isolated from soft corals, including the genera Sarcophyton, Sinularia, and Lobophytum. Here, we reviewed 72 reports published between 2016 and 2020, comprising 360 compounds, of which 260 are new compounds and 100 are previously known compounds with newly recognized activities. The novelty of the organic molecules and their relevant biological activities, delivered by the year of publication, are presented. Among the genera presented in this report, Sarcophyton spp. produce the most cembranoid diterpenes; thus, they are considered as the most important soft corals for marine natural product research. Cembranoids display diverse biological activities, including anti-cancer, anti-bacterial, and anti-inflammatory. As cembranoids have been credited with a broad range of biological activities, they present a huge potential for the development of various drugs with potential health and ecological benefits. Graphic Abstract

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“…Based on structural resemblance between the three compounds, acetylation of sarcomililatol B 320 gave sarcomililatol A 319, and with dehydration under acid, isomerization and intramolecular [4 + 2] cycloaddition, sarcomililate A 321 was formed [100]. A pyrane-cembranoid diterpenes, 9-hydroxy-7,8dehydro-sarcotrocheliol and 8,9-expoy-sarcotrocheliol acetate 323 and 324 were isolated from S. trocheliophorum [101]. calculation and anomalous X-ray diffraction with sarcomililatol A 319.…”

Section: Introductionmentioning

confidence: 99%

Chemical Diversity in Species Belonging to Soft Coral Genus Sacrophyton and Its Impact on Biological Activity: A Review

et al. 2020

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One of the most widely distributed soft coral species, found especially in shallow waters of the Indo-Pacific region, Red Sea, Mediterranean Sea, and also the Arctic, is genus Sacrophyton. The total number of species belonging to it was estimated to be 40. Sarcophyton species are considered to be a reservoir of bioactive natural metabolites. Secondary metabolites isolated from members belonging to this genus show great chemical diversity. They are rich in terpenoids, in particular, cembranoids diterpenes, tetratepenoids, triterpenoids, and ceramide, in addition to steroids, sesquiterpenes, and fatty acids. They showed a broad range of potent biological activities, such as antitumor, neuroprotective, antimicrobial, antiviral, antidiabetic, antifouling, and anti-inflammatory activity. This review presents all isolated secondary metabolites from species of genera Sacrophyton, as well as their reported biological activities covering a period of about two decades (1998–2019). It deals with 481 metabolites, including 323 diterpenes, 39 biscembranoids, 11 sesquiterpenes, 53 polyoxygenated sterols, and 55 miscellaneous and their pharmacological activities.

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New pyranosyl cembranoid diterpenes fromSarcophyton trocheliophorum

Cited by 12 publications

References 25 publications

Integration of NMR studies, computational predictions, and in vitro assays in the search of marine diterpenes with antitumor activity

Integration of NMR studies, computational predictions, and in vitro assays in the search of marine diterpenes with antitumor activity

Cembranoids of Soft Corals: Recent Updates and Their Biological Activities

Chemical Diversity in Species Belonging to Soft Coral Genus Sacrophyton and Its Impact on Biological Activity: A Review

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