Isolation of Two New Meroterpenoids from Sargassum siliquastrum

Lee, Jung-Im; Park, Byung Ju; Kim, Hojun; Seo, Youngwan

doi:10.5012/bkcs.2014.35.9.2867

Cited by 10 publications

(13 citation statements)

References 5 publications

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“…In the present study, we were able to demonstrate that the antitumor activity of the AMT cystomexicone B (3) is exerted through induction of apoptosis. This finding was consistent with previous reports that demonstrated the apoptotic effects caused by various AMTs [29,30]. In particular, the AMT tuberatolide B, isolated from the alga Sargassum macrocarpum [31], has been shown to inhibit the viability of various cancer cell lines, including breast cancer (MDA-MB-231), lung cancer (A549), and colon cancer (HCT116), by inducing apoptotic cell death, and sargachromanol E, from Sargassum siliquastrum, has been reported to induce apoptosis in the colon cancer cell line HL-60 [32].…”

Section: Discussionsupporting

confidence: 94%

“…There is little previous data on the growth inhibitory activity of AMTs against colon cancer cells HT-29. In particular, it has recently been reported that the AMTs sargachromanols J and R, from the alga Sargassum siliquastrum [29], and zonaquinone acetate, from Stypopodium zonale [30], inhibited the growth of HT-29 cells with IC 50 values of 29.3 µg/mL, 3.4 µg/mL, and 17.3 µM (7.8 µg/mL), respectively, which are comparable to those obtained in our study. In the present study, we were able to demonstrate that the antitumor activity of the AMT cystomexicone B (3) is exerted through induction of apoptosis.…”

Section: Discussionsupporting

confidence: 91%

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Anticancer Activities of Meroterpenoids Isolated from the Brown Alga Cystoseira usneoides against the Human Colon Cancer Cells HT-29

Zbakh

Zubı́a

Reyes

et al. 2020

Foods

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Colorectal cancer (CRC) is one of the most common types of cancers and a leading cause of cancer death worldwide. The current treatment for CRC mainly involves surgery, radiotherapy, and chemotherapy. However, due to the side effects and the emergence of drug resistance, the search for new anticancer agents, pharmacologically safe and effective, is needed. In the present study, we have investigated the anticancer effects of eight algal meroterpenoids (AMTs, 1-8) isolated from the brown seaweed Cystoseira usneoides and their underlying mechanisms of action using HT-29, a highly metastatic human colon cancer cell line. All the tested meroterpenoids inhibited the growth of HT-29 malignant cells and were less toxic towards non-cancer colon cells, with the AMTs 1 and 5 exhibiting selectivity indexes of 5.26 and 5.23, respectively. Treatment of HT-29 cells with the AMTs 1, 2, 3, 4, 5, and 7 induced cell cycle arrest in G2/M phase and, in some instances, apoptosis (compounds 2, 3, and 5). Compounds 1-8 also exhibited significant inhibitory effects on the migration and/or invasion of colon cancer cells. Mechanistic analysis demonstrated that the AMTs 1, 2, 5, 6, 7, and 8 reduced phosphorylation levels of extracellular signal-regulated kinase (ERK) and the AMTs 2, 3, 4, 5, 7, and 8 decreased phosphorylation of c-JUN N-terminal kinase (JNK). Moreover, the AMTs 1, 2, 3, 4, 7, and 8 inhibited phosphorylation levels of protein kinase B (AKT) in colon carcinoma cells. These results provide new insights into the mechanisms and functions of the meroterpenoids of C. usneoides, which exhibit an anticancer effect on HT-29 colon cancer cells by inducing cell cycle arrest and apoptosis via the downregulation of ERK/JNK/AKT signaling pathways.

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Section: Discussionsupporting

confidence: 94%

Section: Discussionsupporting

confidence: 91%

Anticancer Activities of Meroterpenoids Isolated from the Brown Alga Cystoseira usneoides against the Human Colon Cancer Cells HT-29

Zbakh

Zubı́a

Reyes

et al. 2020

Foods

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“…Sargachromanol R 126 had potent cytotoxic activity against AGS, HT-29, and HT-1080 cell lines, with IC 50 values of 6.5, 3.4, and 13.9 mg mL À1 , respectively, compared with paclitaxel and doxorubicin. 90 Mojabanchromanol 127 was detected in an ethanol extract of S. siliquastrum collected from the seashore of Pusan (Fig. 7).…”

Section: Sargassum Serratifoliummentioning

confidence: 99%

Pharmacological and natural products diversity of the brown algae genusSargassum

et al. 2020

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“…457 Three new, 692-694, and three known dolabellane diterpenoids, 458,459 were isolated from a Brazilian D. pfaffi, and a single crystal X-ray analysis established the absolute conguration of the known 10,18-diacetoxy-8-hydroxy-2,6-dolabelladiene. 458,460 The meroterpenoids sargachromanol Q 695 and R 696 along with the known sargachromanol J 461 resulted from re-examination of the original extract from Sargassum siliquastrum, 462 while thunberol, 697, is the only new sterol of ve isolated from the Chinese Sargassum thunbergii. 463 Typical brown algal phlorotannins such as eckol and dieckol have stimulated research into a wide range of topicsheme oxygenase-1 expression, 464 oxidative stress, 465 anti-adipogenic activity, 466 anti-HIV-1 467 and antibacterial activity.…”

Section: Brown Algaementioning

confidence: 99%

Marine natural products

et al. 2016

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This review covers the literature published in 2014 for marine natural products (MNPs), with 1116 citations (753 for the period January to December 2014) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1378 in 456 papers for 2014), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that lead to the revision of structures or stereochemistries, have been included.

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Isolation of Two New Meroterpenoids from Sargassum siliquastrum

Cited by 10 publications

References 5 publications

Anticancer Activities of Meroterpenoids Isolated from the Brown Alga Cystoseira usneoides against the Human Colon Cancer Cells HT-29

Anticancer Activities of Meroterpenoids Isolated from the Brown Alga Cystoseira usneoides against the Human Colon Cancer Cells HT-29

Pharmacological and natural products diversity of the brown algae genusSargassum

Marine natural products

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