By Will Connors, Rogerio Jelymayer and Paul Kiernan 

SÃO PAULO--Brazilian authorities on Friday arrested the heads of two Latin American construction giants, alleging the companies helped to mastermind a cartel that stole billions of dollars from state-run oil company Petróleo Brasileiro SA and paid kickbacks to corrupt politicians.

The arrests are an exclamation point to a wide-ranging corruption probe that has rocked Brazil's business and political establishment for more than a year, now ensnaring the chiefs of Odebrecht SA and Andrade Gutierrez, who stand accused of money laundering and corruption.

Odebrecht is Latin America's largest construction conglomerate, with business in the U.S., Europe and Africa, and whose billionaire head, Marcelo Odebrecht, is a household name in Brazil. Andrade Gutierrez has business in 40 countries. The companies, both privately held, are deeply involved in the development of stadiums and infrastructure for the 2016 Olympics in Brazil.

The scandal has crippled Brazil's most important company, Petrobras, damaged the nation's economy and threatens to engulf the administration of President Dilma Rousseff. But it has also spurred Brazil's law-enforcement and judicial organs to emerge as independent institutions in a nation where the rich and powerful have long escaped punishment.

"The Brazilian authorities today have made tremendous advances in the fight against corruption," said Fernando de Magalhaes Furlan, a partner at the consultancy Furlan Associados who formerly led Brazil's antitrust agency. "Ten years ago it was unthinkable to see someone of this magnitude go to jail. But now you can say that no one is safe."

Mr. Odebrecht's arrest, in particular, is a major step in an investigation that has already ensnared several former Petrobras executives and damaged the credibility of the ruling Workers' Party, under whose watch the alleged crimes were committed for at least a 10-year period until 2014, prosecutors say.

Friday's developments also bring the alleged corruption scheme a step closer to President Dilma Rousseff's mentor, former President Luiz Inácio Lula da Silva. Last month Brazilian prosecutors opened a preliminary investigation into Mr. da Silva for "influence peddling," a crime in Brazil, in which he allegedly helped Odebrecht win contracts in Cuba and Angola, among other countries, between 2011 and 2014. Odebrecht also has contributed to a foundation that Mr. da Silva runs and paid him several times to give speeches at events abroad.

Representatives for Messrs.. Gutierrez and Azevedo, who haven't been charged, couldn't be reached for comment.

Neither Ms. Rousseff nor Mr. da Silva have been accused of wrongdoing in the Petrobras case. A Rousseff spokeswoman declined to comment. A da Silva spokesman said he makes appearances for many companies from different sectors, including Odebrecht, and said that those appearances are public and well-known. Both Ms. Rousseff and Mr. da Silva have previously denied any involvement in the alleged scheme. The Workers' Party didn't respond to a request for comment.

Odebrecht said that its offices in São Paulo and Rio de Janeiro were searched by police, but it didn't confirm the arrests. The company said that the police operation was unnecessary, since the company was cooperating with the investigation. Odebrecht officials have previously denied any involvement in the alleged scheme.

Andrade Gutierrez reiterated on Friday that it denies any involvement in the alleged corruption scheme and said it was cooperating with the investigation.

Petrobras has said it is a victim of the alleged scheme and that it is cooperating with investigators.

"We have no doubt that Odebrecht and Andrade Gutierrez headed the cartel scheme within Petrobras," said Brazilian federal prosecutor Carlos Fernando dos Santos Lima at a news conference in the southern Brazilian city of Curitiba. The companies "cannot pass themselves off as innocent given how much evidence we have."

The arrests are part of "Operation Car Wash," in which Petrobras, along with Brazil's biggest construction firms and about 50 current and former politicians are alleged to have participated in a yearslong bribery scheme.

Investigators accuse construction executives and Petrobras officials of inflating the price of contracts and sharing some of the ill-gotten gains with lawmakers and political parties.

Prosecutors said in May that the total estimated amount alleged to have been paid in bribes was $2 billion.

Odebrecht's parent company, which oversees units involved in everything from oil and gas exploration to defense contracting to shipbuilding, had 2014 revenues of $45 billion.

With a presence in 21 countries, Odebrecht has footprints across Latin America, Africa, and the U.S., and is a major political donor in Brazil. In 2014 the company gave at least 5.3 million reais (about $1.7 million) Ms. Rousseff's re-election campaign and the Workers' Party, according to Brazil's Superior Electoral Court.

The company's Odebrecht USA unit has established deep roots in the southern U.S. and won dozens of government contracts. The company has built or is building an expansion of Miami International Airport; the American Airlines Arena, where the Miami Heat basketball team plays; the new Miami port; and highway projects in Texas and Louisiana.

Odebrecht USA, like its parent company in Brazil, has been politically active in Florida. The company gave $15,000 as of February to the re-election campaign of Miami Mayor Carlos Gimenez, according to campaign finance disclosures. The chief executive of Odebrecht USA, Gilberto Neves, is on the board of several local community groups.

While Odebrecht and Andrade Gutierrez had been mentioned in the investigation, the arrests of their chief executives, Mr. Odebrecht and Mr. Azevedo, come months after the heads of other construction companies were nabbed by Brazilian authorities.

"The prosecutors are very careful," said David Fleischer, a Brasília-based political analyst. "If you're going after big fish you want to make sure you can take them down."

Mr. Lima, the prosecutor, said executives from the two companies hadn't been and arrested earlier because the companies "had a more sophisticated system" for making the alleged bribe payments, using foreign bank accounts in Switzerland, Monaco and Panama, so it took longer to prove their case.

Odebrecht and Andrade Gutierrez are also heavily involved in construction projects for the 2016 Summer Olympics, to be held in Rio de Janeiro.

Rio's main Olympic Park is being built by a consortium comprising Odebrecht, Andrade Gutierrez and Rio-based construction company Carvalho Hosken, which owns vast tracts of land in the area. The Olympic Athletes' Village, a complex of 31 high-rise apartment towers, is being built by Odebrecht and Carvalho Hosken.

Odebrecht is also helping to build a new Metro line for the Olympics as part of a consortium led by Queiroz Galvão, another company implicated in the alleged corruption scheme.

Both companies also claimed a large slice of the World Cup pie. Odebrecht and Andrade Guitierrez either built or helped to build stadiums in host cities Recife, Rio de Janeiro, São Paulo, Brasília, Manaus, Salvador, and Porto Alegre, along with several infrastructure projects.

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