Complanine, an inflammation-inducing substance isolated from the marine fireworm Eurythoe complanata

Nakamura, Kazuhiko; Tachikawa, Yu; Kikuchi, Makoto; Ohno, Osamu; Suganuma, Masami; Uemura, Daisuke

doi:10.1039/b803107j

Cited by 32 publications

(37 citation statements)

References 6 publications

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“…These results suggest that complanine can bind PKC at the same site as phosphatidylserine, a co-activation factor with Ca 2+ and TPA. It is known that signal transduction leads to an inflammation mediator TNF-α and its downstream signal molecules, which occurs by phosphorylation through the action of PKC; thus, the biological properties of complanine can be understood as controlling this cascade [2]. …”

Section: Introductionmentioning

confidence: 99%

(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study

Nakamura¹,

Tachikawa²,

Uemura³

2009

Beilstein J. Org. Chem.

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Section: Introductionmentioning

confidence: 99%

(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study

Nakamura¹,

Tachikawa²,

Uemura³

2009

Beilstein J. Org. Chem.

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“…Finally, we obtained new compounds, complanine (4) and neocomplanines A (5) and B (6) (Fig. 6) [43,44].…”

Section: Marine Firewormmentioning

confidence: 99%

“…This result suggests that lyngbyacyclamides may have a unique mode of action and could contribute to the discovery of new drugs. The structures of lyngbyacyclamides resemble those of the natural products laxaphycins (38,40,41) [85,86] and lobocyclamides (39,42,43) [87]. Laxaphycins were originally isolated as major products from an antifungal extract of the cyanobacterium Anabaena laxa and Lynbgya majuscule.…”

Section: Cyclic Peptides From Cyanobacteriamentioning

confidence: 99%

Recent insights into natural venoms

Uemura

Han

Hanif

et al. 2012

Pure and Applied Chemistry

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Toxic substances that occur in nature have various structures and functions. In fact, the very novelty of their structures and functions sometimes extends far beyond the realm of human imagination, and the capabilities of these compounds are still largely untapped despite the major advances of modern science. In this report we focus on the most recent developments in this field, with a particular emphasis on natural venoms, marine sunscreen, and marine huge molecules.Finally, the U.S. Food and Drug Administration approved Halaven ® (eribulin mesylate) for the treatment of metastatic breast cancer on 16 November 2010. Overall, 25 years had elapsed from the discovery of halichondrin B (2) until it was developed into a drug.Let us consider the significance of the development of Halaven. First, the use of a 62-step chemical synthetic process to produce a molecule with 19 stereocenters as a pharmaceutical product is already quite an accomplishment. This demonstrates the rapid development of modern organic chemistry and the powerful impetus for making new drugs. Moreover, the rapid development of process chemistry that enables the supply of several kilograms a year is also apparent. An understanding of scientific facts and principles at an astonishingly high level is indispensable for drug discovery, and such processes should not be regarded simply as business endeavors [36].Eribulin (3) is a microtubule dynamics inhibitor, and its mode of action differs from taxanes and vinblastine, which inhibit both the growth and the shortening of microtubules [37,38]. Interestingly, eribulin causes the nonproductive aggregation of tubulin. NATURAL VENOMSWe will now focus on the most recent developments in the field of natural venoms. The toxic constituents produced by relatively lower animals have been well studied. Meanwhile, venomous mammals are extremely rare: only a few members of shrew and platypus have been demonstrated to produce toxic venom. However, owing to their instability as well as the difficulty of collecting fresh saliva and salivary gland specimens in sufficiently large amounts, their unique venoms have not been well investigated. The recent development of platypus and shrew venoms in this issue has been described by Dr. Masaki Kita [2,[39][40][41]. Spider wasp venomThe female solitary spider wasp, a member of the spider wasp family Pompilidae, hunts spiders and lays her eggs on them, just as described in the classic Souvenirs Entomologiques (Book of Insects in English) by Jean-Henri Fabre (Fig. 4). The spiders are paralyzed by an anesthetic, and they remain alive without decomposing to become food for larvae that hatch in the nest. Fabre describes the spider wasp as an expert anesthesiologist. However, is this really a case of inserting the stinger into a nerve and administering an anesthetic? To answer this question, we have started research by collecting spider wasps [42].D. UEMURA et al.

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“…Large tropical species of amphinomids are normally colourful and commonly referred as “fireworms” with hollow calcareous harpoon-type chaetae containing complanine, a trimethylamine compound that cause intense irritation on skin after penetrating the skin of anyone handling them roughly (Kudenov 1993, 1995; Nakamura et al 2008). The parapodia are biramous with dense bundles of chaetae.…”

Section: Introductionmentioning

confidence: 99%

On the occurrence of the fireworm Eurythoe complanata complex (Annelida, Amphinomidae) in the Mediterranean Sea with an updated revision of the alien Mediterranean amphinomids

Arias¹,

Barroso²,

Anadón³

et al. 2013

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The presence of two species within the Eurythoe complanata complex in the Mediterranean Sea is reported, as well as their geographical distributions. One species, Eurythoe laevisetis, occurs in the eastern and central Mediterranean, likely constituting the first historical introduction to the Mediterranean Sea and the other, Eurythoe complanata, in both eastern and Levantine basins. Brief notes on their taxonomy are also provided and their potential pathways for introduction to the Mediterranean are discussed. A simplified key to the Mediterranean amphinomid genera and species of Eurythoe and Linopherus is presented plus an updated revision of the alien amphinomid species reported previously from the Mediterranean Sea. A total of five exotic species have been included; information on their location, habitat, date of introduction and other relevant features is also provided.

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Complanine, an inflammation-inducing substance isolated from the marine fireworm Eurythoe complanata

Cited by 32 publications

References 6 publications

(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study

(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study

Recent insights into natural venoms

On the occurrence of the fireworm Eurythoe complanata complex (Annelida, Amphinomidae) in the Mediterranean Sea with an updated revision of the alien Mediterranean amphinomids

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